Synthesis of Nitriles from Aldoximes and Primary Amides Using XtalFluor-E
The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds rapidly (normally <1 h) at room temperature in an environmentally benign solvent (EtOAc) with only a slight excess of the dehydrating agent...
Saved in:
Published in | Synthesis (Stuttgart) Vol. 47; no. 23; pp. 3758 - 3766 |
---|---|
Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
STUTTGART
Thieme Medical Publishers
01.12.2015
|
Subjects | |
Online Access | Get more information |
Cover
Loading…
Abstract | The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds rapidly (normally <1 h) at room temperature in an environmentally benign solvent (EtOAc) with only a slight excess of the dehydrating agent (1.1 equiv). A broad scope of nitriles can be prepared, including chiral nonracemic ones. In addition, in a number of cases, further purification of the nitrile after the workup was not required. |
---|---|
AbstractList | The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds rapidly (normally <1 h) at room temperature in an environmentally benign solvent (EtOAc) with only a slight excess of the dehydrating agent (1.1 equiv). A broad scope of nitriles can be prepared, including chiral nonracemic ones. In addition, in a number of cases, further purification of the nitrile after the workup was not required. |
Author | Vandamme, Mathilde Keita, Massaba Paquin, Jean-Francois |
Author_xml | – sequence: 1 givenname: Massaba surname: Keita fullname: Keita, Massaba organization: Univ Laval, Dept Chim, Canada Res Chair Organ & Med Chem, CCVC,PROTEO, Quebec City, PQ G1V 0A6, Canada – sequence: 2 givenname: Mathilde orcidid: 0000-0002-9021-0241 surname: Vandamme fullname: Vandamme, Mathilde organization: Univ Laval, Dept Chim, Canada Res Chair Organ & Med Chem, CCVC,PROTEO, Quebec City, PQ G1V 0A6, Canada – sequence: 3 givenname: Jean-Francois orcidid: 0000-0003-2412-3083 surname: Paquin fullname: Paquin, Jean-Francois email: jean-francois.paquin@chm.ulaval.ca organization: Univ Laval, Dept Chim, Canada Res Chair Organ & Med Chem, CCVC,PROTEO, Quebec City, PQ G1V 0A6, Canada |
BookMark | eNqNj19LwzAUxYNMsJu--px3ieZP0ySPpWxuMFTQwd5G0qYaaRNpMnTf3sD8AD7dc-_5cTh3DmY-eAvALcH3BHP-EBHGrESECSkluQAFKZlAlOD9DBTZUigb5ArMY_zEGAvKVAE2ryefPmx0EYYePrk0ucFG2E9hhPXQhR835lX7Dr5MbtTTCdaj6_JpF51_h_ukh9VwDBNaXoPLXg_R3vzNBditlm_NGm2fHzdNvUUtK0VCnca8rVRluFWtIR0RFTUG6yyNVpL1pjJMtpp31DJGjFRSUiGYLDOtGKYLcHfO_bYm9LF11rf28HVud8iPsYozXGaBCc-0_D_duKSTC74JR5_oLzO8ZJI |
CitedBy_id | crossref_primary_10_1002_ffj_3581 crossref_primary_10_1002_slct_202003748 crossref_primary_10_1016_j_tet_2020_131264 crossref_primary_10_1002_tcr_201800016 crossref_primary_10_1002_ange_201809411 crossref_primary_10_1016_j_tetlet_2019_02_047 crossref_primary_10_1039_C8RA03842B crossref_primary_10_1002_ejoc_201901537 crossref_primary_10_1021_acs_chemrev_7b00264 crossref_primary_10_1002_ejoc_201701507 crossref_primary_10_1002_chem_201805175 crossref_primary_10_1002_anie_201809411 crossref_primary_10_1021_acs_orglett_6b03365 crossref_primary_10_1002_cssc_201901856 crossref_primary_10_1021_acs_orglett_9b03590 crossref_primary_10_1016_j_tet_2016_09_010 crossref_primary_10_1021_acsomega_8b00544 crossref_primary_10_1007_s10989_020_10101_y crossref_primary_10_1002_chin_201616096 crossref_primary_10_1021_acs_orglett_9b02682 crossref_primary_10_1021_acs_orglett_7b01581 crossref_primary_10_1016_j_jfluchem_2019_06_006 crossref_primary_10_1021_acs_orglett_7b03862 crossref_primary_10_1021_acscatal_2c01029 crossref_primary_10_1016_j_gresc_2020_09_001 crossref_primary_10_1016_j_tetlet_2016_12_056 crossref_primary_10_1021_acs_joc_8b01006 crossref_primary_10_1002_chem_201705728 crossref_primary_10_1007_s10562_021_03779_2 crossref_primary_10_1016_j_tet_2023_133497 |
Cites_doi | 10.1021/ol5032359 10.1021/ol052100l 10.1002/cplu.201300014 10.1021/jo301252c 10.1016/j.tetlet.2014.11.128 10.1021/ol0708020 10.1021/cg4005246 10.1016/j.tet.2006.09.087 10.1021/jo100504x 10.1021/op4002565 10.1039/c0cc02412k 10.3184/174751914X13891131118347 10.1021/ja053027x 10.1002/chem.201003711 10.1002/ejoc.201100754 10.1002/ejoc.201300059 10.1021/jp803627u 10.1016/j.jfluchem.2013.05.019 10.1002/ejoc.200800363 10.1016/j.carres.2013.08.009 10.1021/jm100762r 10.1021/ol503213z 10.1021/jo401077q 10.1039/c3ra46553e 10.1002/adsc.200800166 10.1039/c4ra09864a 10.1021/jo900675s 10.1021/ol101978h 10.1080/00397911.2011.608142 10.1021/jf800651z 10.1021/jo900100v 10.1016/j.tet.2012.01.067 10.1021/ol900716q 10.1021/jo900324d 10.1002/cctc.201402612 10.1016/j.tetlet.2010.12.090 10.1021/ol0168768 10.1021/jm2010404 10.1055/s-2007-990805 10.1021/ja204027a 10.1021/ja409223a 10.1039/c0gc00918k 10.1021/ol902039q 10.1021/ol101094u 10.1021/ja050261e 10.1021/jo4016002 10.1021/ol500618w 10.1002/ejoc.200800523 10.1021/ol2010616 10.1002/adsc.201000318 10.5012/bkcs.2012.33.12.4275 10.1021/ol300125s 10.1021/jo301133y 10.1021/ja0511220 10.1002/chem.200700079 10.1002/ejoc.200400313 10.1002/chem.201403956 10.1016/j.tetlet.2011.07.135 10.1055/s-0033-1341124 10.1021/ol500075h 10.1039/b614061k 10.1039/b910145d 10.1002/anie.200605004 10.1016/j.tetlet.2014.08.083 10.1039/b711717e 10.1039/c3cp54093f 10.1016/j.tetlet.2009.08.069 10.1016/j.tetlet.2010.06.079 10.1002/adsc.201000977 10.1055/s-2007-990782 10.1016/j.tetlet.2014.03.067 10.1039/c4ob02032d 10.1021/ol503479g 10.1016/j.tetlet.2013.11.079 10.1002/cctc.201300063 10.1002/adsc.200700040 10.1007/s10562-011-0660-9 10.1002/asia.201100493 10.1002/adsc.201301073 10.1039/c4ob01825g 10.1039/c3ob27362h 10.1021/ol020096x |
ContentType | Journal Article |
DBID | 1KM 1KN BLEPL DTL GVOUP |
DOI | 10.1055/s-0034-1378881 |
DatabaseName | Index Chemicus Current Chemical Reactions Web of Science Core Collection Science Citation Index Expanded Web of Science - Science Citation Index Expanded - 2015 |
DatabaseTitle | Web of Science |
DatabaseTitleList | Web of Science |
Database_xml | – sequence: 1 dbid: 1KN name: Current Chemical Reactions url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.CCR sourceTypes: Enrichment Source Index Database |
DeliveryMethod | no_fulltext_linktorsrc |
Discipline | Chemistry |
EISSN | 1437-210X |
EndPage | 3766 |
ExternalDocumentID | 000365304000015 |
GrantInformation_xml | – fundername: Canada Research Chair Program; Canada Research Chairs – fundername: Natural Sciences and Engineering Research Council of Canada; Natural Sciences and Engineering Research Council of Canada (NSERC); CGIAR – fundername: OmegaChem – fundername: Fonds de recherche du Quebec - Nature et technologies; Fonds de recherche du Quebec (FRQ); Fonds de recherche du Quebec - Nature et technologies (FRQNT) – fundername: Universite Laval – fundername: Canada Foundation for Innovation; CGIAR; Spanish Government |
GroupedDBID | --- -DZ -~X .HR 0R~ 123 1KM 1KN 3EH 4.4 53G 5~~ 85S AAMFZ ABJNI ABRJW ACGFS ACNCT AEDKO AEILP AFZED AHRAW ALMA_UNASSIGNED_HOLDINGS BLEPL BXHMU CS3 DTL E.- EJD EWXKU F5P GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED H13 HF~ IY8 L7B N9A O9- QTC RIG RN7 ROL RTC TN5 UQL WH7 YNT YR2 |
ID | FETCH-LOGICAL-c347t-da05c696b5e9cb1d1762bb0ab1dba983fb6b38ca5d2e331b8988277384cb19302 |
ISICitedReferencesCount | 29 |
ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000365304000015 |
ISSN | 0039-7881 |
IngestDate | Wed Sep 18 07:59:35 EDT 2024 Fri Nov 08 20:09:41 EST 2024 |
IsPeerReviewed | true |
IsScholarly | true |
Issue | 23 |
Keywords | EFFICIENT HETEROGENEOUS CATALYST CONVENIENT ACCESS ENANTIOSELECTIVE SYNTHESIS ONE-POT SYNTHESIS aldoximes PRACTICAL METHOD amides dehydration HIGHLY EFFICIENT ALPHA-AMINONITRILES nitriles XtalFluor-E PROMOTED SYNTHESIS DEHYDRATION PRIMARY AMINES |
Language | English |
LinkModel | OpenURL |
LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
MergedId | FETCHMERGED-LOGICAL-c347t-da05c696b5e9cb1d1762bb0ab1dba983fb6b38ca5d2e331b8988277384cb19302 |
ORCID | 0000-0003-2412-3083 0000-0002-9021-0241 |
PageCount | 9 |
ParticipantIDs | webofscience_primary_000365304000015 webofscience_primary_000365304000015CitationCount |
PublicationCentury | 2000 |
PublicationDate | 2015-12-01 |
PublicationDateYYYYMMDD | 2015-12-01 |
PublicationDate_xml | – month: 12 year: 2015 text: 2015-12-01 day: 01 |
PublicationDecade | 2010 |
PublicationPlace | STUTTGART |
PublicationPlace_xml | – name: STUTTGART |
PublicationTitle | Synthesis (Stuttgart) |
PublicationTitleAbbrev | SYNTHESIS-STUTTGART |
PublicationYear | 2015 |
Publisher | Thieme Medical Publishers |
Publisher_xml | – name: Thieme Medical Publishers |
References | Cohen, DT (WOS:000348331800009) 2015; 17 KAMETANI, T (WOS:A1977EC89300004) 1977 Rai, A (WOS:000316389800008) 2013; 2013 Charette, AB (WOS:000074413600006) 1998; 39 Yadav, AK (WOS:000329040500067) 2014; 4 Kim, KD (WOS:000313154400075) 2012; 33 Wang, YF (WOS:000346048600006) 2015; 13 Enthaler, S (WOS:000298483600022) 2012; 7 Enthaler, S (WOS:000295211500006) 2011; 2011 Kalkhambkar, RG (WOS:000295895200019) 2011; 52 Minakata, S (WOS:000291128500044) 2011; 13 Mahé, O (WOS:000322940700008) 2013; 153 Singh, B (WOS:000262053900019) 2008; 19 Lindsay-Scott, PJ (WOS:000349274200022) 2015; 17 Bose, DS (WOS:000078184200012) 1999 Hickmann, V (WOS:000295551600047) 2011; 133 KOZIKOWSKI, AP (WOS:A1991GB15800017) 1991; 34 Hoang, CT (WOS:000266545200020) 2009; 74 Vatèle, JM (WOS:000337238300012) 2014; 25 Otto, N (WOS:000342770900003) 2014; 20 Wu, LY (WOS:000233535400044) 2005; 127 Lou, ZR (WOS:000330779700045) 2014; 16 Nakajima, N (WOS:000175612200012) 2002; 58 Whiting, E (000365304000015.98) 2015; 80 Bose, DS (WOS:000083145800003) 1999 Hanada, S (WOS:000258808000002) 2008; 2008 Enthaler, S (WOS:000293632800004) 2011; 141 Metzner, R (WOS:000344330800013) 2014; 6 Boyer, N (WOS:000259045300006) 2008; 2008 Ronald, M R (000365304000015.79) 2006; 17 Nakajima, N (WOS:A1997WP25400021) 1997; 38 Yang, HJ (WOS:000290216000021) 2011; 17 Demko, ZP (WOS:000176938200020) 2002; 4 CAZES, B (WOS:A1979HZ65000007) 1979; 35 Bose, DS (WOS:000088322500020) 2000; 30 Zhang, WD (WOS:000344458100007) 2014; 12 Li, XQ (WOS:000284003100035) 2010; 352 Liu, AP (WOS:000258270300075) 2008; 56 Yang, SH (WOS:000172939500021) 2001; 3 Kimura, M (WOS:000176654000009) 2002; 13 Saha, D (WOS:000270533900032) 2009; 50 Maurer, C (WOS:000317391300008) 2013; 78 Nambo, M (WOS:000347506200014) 2015; 17 Jiang, N (WOS:000280903700001) 2010; 51 Yadav, JS (WOS:000336114800006) 2014; 55 Mori, N (000365304000015.68) 2005 Tka, N (WOS:000311119800011) 2013; 43 Ghosh, SC (WOS:000308957700023) 2012; 77 CHOI, YM (WOS:A1987G308600001) 1987; 24 Spero, DM (WOS:A1996VN44100031) 1996; 61 Sureshbabu, VV (WOS:000268480300017) 2009; 74 Zhou, W (WOS:000278616800054) 2010; 12 Tambara, K (WOS:000316275700010) 2013; 11 Aakeröy, CB (WOS:000320153400053) 2013; 13 Augustine, JK (WOS:000287778300007) 2011; 52 Denton, RM (WOS:000301964700019) 2012; 68 Nobuharu, A (000365304000015.74) 1979; 52 Yonekawa, M (WOS:000300339800054) 2012; 14 Bose, DS (WOS:000079022600046) 1999; 64 Tanaka, R (WOS:000229447700029) 2005; 127 Singh, MK (WOS:000265073700021) 2009; 74 Campbell, JA (WOS:000250719600013) 2007 Laulhé, S (WOS:000309951700052) 2012; 77 Bonne, D (WOS:000229085200007) 2005; 127 Beaulieu, F (WOS:000271097100072) 2009; 11 Prat, D (WOS:000329078000009) 2013; 17 Powell, KJ (WOS:000334823600022) 2014; 16 Sawa, E (WOS:000082241300011) 1999; 42 Schareina, T (WOS:000248250300026) 2007; 13 Bose, DS (WOS:000083338300016) 1999; 29 Sueoka, S (WOS:000283495500037) 2010; 46 Zhou, SL (WOS:000268634300030) 2009 Beaufort-Droal, V (WOS:000242483100011) 2006; 62 Arundhathi, R (WOS:000292848200030) 2011; 353 Fleming, FF (WOS:000082654000005) 1999; 16 Murahashi, S. -I (000365304000015.69) 2004; 19 Lu, CL (WOS:000330159500046) 2013; 78 Hoang, CT (WOS:000247215700024) 2007; 9 Koltunov, KY (WOS:000224422600013) 2004; 2004 Maffioli, SI (WOS:000233259000032) 2005; 7 Castellano, S (WOS:000296408100020) 2011; 54 Yamaguchi, K (WOS:000246832900024) 2007; 46 Mineno, T. (000365304000015.67) 2014; 4 Al Jasem, Y (WOS:000333388200005) 2014 Veisi, H (WOS:000347410600019) 2015; 5 L'Heureux, A (WOS:000277531200028) 2010; 75 Tanuwidjaja, J (WOS:000251087900017) 2007 Allen, CL (WOS:000284080400004) 2010; 12 Nagase, Y (WOS:000332000200011) 2014; 356 Yu, JT (WOS:000343344100012) 2014; 55 Cahiez, G (WOS:000257596700008) 2008; 350 Song, YP (WOS:000330153000014) 2014; 55 CLAREMON, DA (WOS:A1988N403900007) 1988; 29 Enthaler, S (000365304000015.31) 2011 Winkler, M (WOS:000247338800027) 2007; 349 Enders, D (WOS:000089142000008) 2000; 29 Kuo, CW (WOS:000243268100028) 2007 Fleming, FF (WOS:000284287200002) 2010; 53 Shirota, H (WOS:000260357700011) 2008; 112 Falorni, M (WOS:000073527700015) 1998; 9 Yu, L (WOS:000332756400019) 2014; 16 Zhou, SL (WOS:000266546300060) 2009; 11 Hou, YW (WOS:000330159300017) 2013; 78 Maetz, P (WOS:A1997XE05200009) 1997; 38 Bose, DS (WOS:000167476600007) 2001 Tseng, KNT (WOS:000326774300028) 2013; 135 Keita, M (WOS:000348265100041) 2015; 56 Alfonsi, K (WOS:000252106600003) 2008; 10 Henderson, RK (WOS:000289171900017) 2011; 13 Delacroix, S (WOS:000325765300003) 2013; 381 Itagaki, S (WOS:000320929200013) 2013; 5 HONKANEN, E (WOS:A1983RJ80800014) 1983; 26 |
References_xml | – start-page: 1456 year: 2005 ident: 000365304000015.68 publication-title: Synlett contributor: fullname: Mori, N – volume: 17 start-page: 202 year: 2015 ident: WOS:000348331800009 article-title: Mild Palladium-Catalyzed Cyanation of (Hetero)aryl Halides and Triflates in Aqueous Media publication-title: ORGANIC LETTERS doi: 10.1021/ol5032359 contributor: fullname: Cohen, DT – volume: 16 start-page: 597 year: 1999 ident: WOS:000082654000005 article-title: Nitrile-containing natural products publication-title: NATURAL PRODUCT REPORTS contributor: fullname: Fleming, FF – volume: 24 start-page: 1 year: 1987 ident: WOS:A1987G308600001 article-title: A 9-STEP SYNTHESIS OF [C-14] FLUPIRTINE MALEATE LABELED IN THE PYRIDINE RING publication-title: JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS contributor: fullname: CHOI, YM – volume: 7 start-page: 5237 year: 2005 ident: WOS:000233259000032 article-title: Mild and reversible dehydration of primary amides with PdCl2 in aqueous acetonitrile publication-title: ORGANIC LETTERS doi: 10.1021/ol052100l contributor: fullname: Maffioli, SI – volume: 78 start-page: 343 year: 2013 ident: WOS:000317391300008 article-title: Dioximate- and Bis(salicylaldiminate)-Bridged Titanium and Zirconium Alkoxides: Structure Elucidation by Mass Spectrometry publication-title: CHEMPLUSCHEM doi: 10.1002/cplu.201300014 contributor: fullname: Maurer, C – volume: 77 start-page: 8007 year: 2012 ident: WOS:000308957700023 article-title: Copper-Catalyzed Oxidative Amidation of Aldehydes with Amine Salts: Synthesis of Primary, Secondary, and Tertiary Amides publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo301252c contributor: fullname: Ghosh, SC – volume: 56 start-page: 461 year: 2015 ident: WOS:000348265100041 article-title: Synthesis of isocyanides through dehydration of formamides using XtalFluor-E publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2014.11.128 contributor: fullname: Keita, M – volume: 9 start-page: 2521 year: 2007 ident: WOS:000247215700024 article-title: A stereoselective entry into functionalized 1,2-diamines by zinc-mediated homologation of α-aminoacids publication-title: ORGANIC LETTERS doi: 10.1021/ol0708020 contributor: fullname: Hoang, CT – volume: 13 start-page: 2687 year: 2013 ident: WOS:000320153400053 article-title: Structural Chemistry of Oximes publication-title: CRYSTAL GROWTH & DESIGN doi: 10.1021/cg4005246 contributor: fullname: Aakeröy, CB – volume: 62 start-page: 11948 year: 2006 ident: WOS:000242483100011 article-title: Preparation of non-racemic single-stereocentre α-aminonitriles and a study of their fate in Bruylants reactions publication-title: TETRAHEDRON doi: 10.1016/j.tet.2006.09.087 contributor: fullname: Beaufort-Droal, V – volume: 75 start-page: 3401 year: 2010 ident: WOS:000277531200028 article-title: Aminodifluorosulfinium Salts: Selective Fluorination Reagents with Enhanced Thermal Stability and Ease of Handling publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo100504x contributor: fullname: L'Heureux, A – volume: 61 start-page: 7398 year: 1996 ident: WOS:A1996VN44100031 article-title: Enantioselective synthesis of alpha,alpha-disubstituted amino acid derivatives via enzymatic resolution: Preparation of a thiazolyl-substituted alpha-methyl alpha-benzyl amine publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Spero, DM – start-page: 64 year: 1999 ident: WOS:000078184200012 article-title: A practical method for the preparation of nitriles from primary amides under non-acidic conditions publication-title: SYNTHESIS-STUTTGART contributor: fullname: Bose, DS – volume: 80 start-page: 1229 year: 2015 ident: 000365304000015.98 publication-title: J. Org. Chem. contributor: fullname: Whiting, E – volume: 17 start-page: 1517 year: 2013 ident: WOS:000329078000009 article-title: Sanofi's Solvent Selection Guide: A Step Toward More Sustainable Processes publication-title: ORGANIC PROCESS RESEARCH & DEVELOPMENT doi: 10.1021/op4002565 contributor: fullname: Prat, D – volume: 46 start-page: 8243 year: 2010 ident: WOS:000283495500037 article-title: Supported monomeric vanadium catalyst for dehydration of amides to form nitriles publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c0cc02412k contributor: fullname: Sueoka, S – start-page: 80 year: 2014 ident: WOS:000333388200005 article-title: Two ways of preparing benzonitriles using BrCCl3-PPh3 as the reagent publication-title: JOURNAL OF CHEMICAL RESEARCH doi: 10.3184/174751914X13891131118347 contributor: fullname: Al Jasem, Y – volume: 34 start-page: 2420 year: 1991 ident: WOS:A1991GB15800017 article-title: SYNTHESIS OF STRUCTURAL ANALOGS OF LYNGBYATOXIN-A AND THEIR EVALUATION AS ACTIVATORS OF PROTEIN-KINASE-C publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: KOZIKOWSKI, AP – volume: 127 start-page: 15824 year: 2005 ident: WOS:000233535400044 article-title: Mild palladium-catalyzed selective monoarylation of nitriles publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja053027x contributor: fullname: Wu, LY – volume: 17 start-page: 5652 year: 2011 ident: WOS:000290216000021 article-title: General Copper-Catalyzed Transformations of Functional Groups from Arylboronic Acids in Water publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201003711 contributor: fullname: Yang, HJ – volume: 2011 start-page: 4760 year: 2011 ident: WOS:000295211500006 article-title: Straightforward Iron-Catalyzed Synthesis of Nitriles by Dehydration of Primary Amides publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201100754 contributor: fullname: Enthaler, S – volume: 2013 start-page: 1889 year: 2013 ident: WOS:000316389800008 article-title: Cyclopropenone-Catalyzed Direct Conversion of Aldoximes and Primary Amides into Nitriles publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.201300059 contributor: fullname: Rai, A – volume: 112 start-page: 13542 year: 2008 ident: WOS:000260357700011 article-title: Hydrogen-Bonding Dynamics in Aqueous Solutions of Amides and Acids: Monomer, Dimer, Trimer, and Polymer publication-title: JOURNAL OF PHYSICAL CHEMISTRY B doi: 10.1021/jp803627u contributor: fullname: Shirota, H – volume: 153 start-page: 57 year: 2013 ident: WOS:000322940700008 article-title: Deoxofluorination Reactions Using N,N-Disubstituted Aminodifluorosulfinium Tetrafluoroborate Salts publication-title: JOURNAL OF FLUORINE CHEMISTRY doi: 10.1016/j.jfluchem.2013.05.019 contributor: fullname: Mahé, O – volume: 2008 start-page: 4277 year: 2008 ident: WOS:000259045300006 article-title: Synthesis of α,α-difluoro-β-amino esters or gem-difluoro-β-lactams as potential metallocarboxypeptidase inhibitors publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.200800363 contributor: fullname: Boyer, N – start-page: 373 year: 2001 ident: WOS:000167476600007 article-title: Use of PyBOP as a convenient activator for the synthesis of nitriles from primary amides publication-title: SYNTHESIS-STUTTGART contributor: fullname: Bose, DS – volume: 381 start-page: 12 year: 2013 ident: WOS:000325765300003 article-title: Glycosylation mediated-BAIL in aqueous solution publication-title: CARBOHYDRATE RESEARCH doi: 10.1016/j.carres.2013.08.009 contributor: fullname: Delacroix, S – volume: 53 start-page: 7902 year: 2010 ident: WOS:000284287200002 article-title: Nitrile-Containing Pharmaceuticals: Efficacious Roles of the Nitrile Pharmacophore publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm100762r contributor: fullname: Fleming, FF – volume: 17 start-page: 50 year: 2015 ident: WOS:000347506200014 article-title: The Concise Synthesis of Unsymmetric Triarylacetonitriles via Pd-Catalyzed Sequential Arylation: A New Synthetic Approach to Tri- and Tetraarylmethanes publication-title: ORGANIC LETTERS doi: 10.1021/ol503213z contributor: fullname: Nambo, M – volume: 78 start-page: 8386 year: 2013 ident: WOS:000330159300017 article-title: Iodine(III)-Mediated [3+2] Cyclization for One-Pot Synthesis of Benzo[d]isoxazole-4,7-diols in Aqueous Medium publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo401077q contributor: fullname: Hou, YW – volume: 4 start-page: 4181 year: 2014 ident: WOS:000329040500067 article-title: Visible-light-mediated efficient conversion of aldoximes and primary amides into nitriles publication-title: RSC ADVANCES doi: 10.1039/c3ra46553e contributor: fullname: Yadav, AK – volume: 350 start-page: 1484 year: 2008 ident: WOS:000257596700008 article-title: Cobalt-catalyzed cross-coupling reaction between functionalized primary and secondary alkyl halides and aliphatic Grignard reagents publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.200800166 contributor: fullname: Cahiez, G – volume: 5 start-page: 6365 year: 2015 ident: WOS:000347410600019 article-title: Chemoselective hydration of nitriles to amides using hydrated ionic liquid (IL) tetrabutylammonium hydroxide (TBAH) as a green catalyst publication-title: RSC ADVANCES doi: 10.1039/c4ra09864a contributor: fullname: Veisi, H – volume: 74 start-page: 5260 year: 2009 ident: WOS:000268480300017 article-title: N-Urethane-Protected Amino Alkyl Isothiocyanates: Synthesis, Isolation, Characterization, and Application to the Synthesis of Thioureidopeptides publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo900675s contributor: fullname: Sureshbabu, VV – volume: 12 start-page: 5096 year: 2010 ident: WOS:000284080400004 article-title: Catalytic Acylation of Amines with Aldehydes or Aldoximes publication-title: ORGANIC LETTERS doi: 10.1021/ol101978h contributor: fullname: Allen, CL – volume: 43 start-page: 735 year: 2013 ident: WOS:000311119800011 article-title: SYNTHESIS OF ENANTIOMERICALLY ENRICHED α-BROMONITRILES FROM AMINO ACIDS publication-title: SYNTHETIC COMMUNICATIONS doi: 10.1080/00397911.2011.608142 contributor: fullname: Tka, N – volume: 26 start-page: 1433 year: 1983 ident: WOS:A1983RJ80800014 article-title: SYNTHESIS AND ANTIHYPERTENSIVE ACTIVITY OF SOME NEW QUINAZOLINE DERIVATIVES publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: HONKANEN, E – volume: 56 start-page: 6562 year: 2008 ident: WOS:000258270300075 article-title: Synthesis and fungicidal activities of novel bis(trifluoromethyl)phenyl-based strobilurins publication-title: JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY doi: 10.1021/jf800651z contributor: fullname: Liu, AP – volume: 74 start-page: 3079 year: 2009 ident: WOS:000265073700021 article-title: A Simple Synthesis of Nitriles from Aldoximes publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo900100v contributor: fullname: Singh, MK – volume: 68 start-page: 2899 year: 2012 ident: WOS:000301964700019 article-title: Phosphonium salt-catalysed synthesis of nitriles from in situ activated oximes publication-title: TETRAHEDRON doi: 10.1016/j.tet.2012.01.067 contributor: fullname: Denton, RM – volume: 17 start-page: 227 year: 2006 ident: 000365304000015.79 article-title: Nitriles publication-title: Kirk-Othmer Encyclopedia of Chemical Technology contributor: fullname: Ronald, M R – volume: 11 start-page: 2461 year: 2009 ident: WOS:000266546300060 article-title: A General and Convenient Catalytic Synthesis of Nitriles from Amides and Silanes publication-title: ORGANIC LETTERS doi: 10.1021/ol900716q contributor: fullname: Zhou, SL – volume: 19 year: 2004 ident: 000365304000015.69 publication-title: Science of Synthesis: Three Carbon-Heteroatom Bonds: Nitriles, Isocyanides and Derivatives contributor: fullname: Murahashi, S. -I – volume: 74 start-page: 4177 year: 2009 ident: WOS:000266545200020 article-title: Amino Acid Homologation by the Blaise Reaction: A New Entry into Nitrogen Heterocycles publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo900324d contributor: fullname: Hoang, CT – volume: 6 start-page: 3105 year: 2014 ident: WOS:000344330800013 article-title: Cyanide-free Enantioselective Synthesis of Nitriles: Synthetic Proof of a Biocatalytic Concept and Mechanistic Insights publication-title: CHEMCATCHEM doi: 10.1002/cctc.201402612 contributor: fullname: Metzner, R – volume: 52 start-page: 1074 year: 2011 ident: WOS:000287778300007 article-title: An efficient catalytic method for the Beckmann rearrangement of ketoximes to amides and aldoximes to nitrites mediated by propylphosphonic anhydride (T3P®) publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2010.12.090 contributor: fullname: Augustine, JK – volume: 3 start-page: 4209 year: 2001 ident: WOS:000172939500021 article-title: Highly efficient and catalytic conversion of aldoximes to nitriles publication-title: ORGANIC LETTERS doi: 10.1021/ol0168768 contributor: fullname: Yang, SH – volume: 54 start-page: 7663 year: 2011 ident: WOS:000296408100020 article-title: Synthesis and Biochemical Evaluation of Δ2-Isoxazoline Derivatives as DNA Methyltransferase 1 Inhibitors publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm2010404 contributor: fullname: Castellano, S – start-page: 3385 year: 2007 ident: WOS:000251087900017 article-title: One-pot microwave-promoted synthesis of nitriles from aldehydes via tert-butanesulfinyl imines publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-2007-990805 contributor: fullname: Tanuwidjaja, J – volume: 29 start-page: 359 year: 2000 ident: WOS:000089142000008 article-title: Some recent applications of α-amino nitrile chemistry publication-title: CHEMICAL SOCIETY REVIEWS contributor: fullname: Enders, D – volume: 58 start-page: 3561 year: 2002 ident: WOS:000175612200012 article-title: Activated dimethyl sulfoxide dehydration of amide and its application to one-pot preparation of benzyl-type perfluoroimidates publication-title: TETRAHEDRON contributor: fullname: Nakajima, N – volume: 133 start-page: 13471 year: 2011 ident: WOS:000295551600047 article-title: Catalysis-Based and Protecting-Group-Free Totall Syntheses of the Marine Oxylipins Hybridalactone and the Ecklonialactones A, B, and C publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja204027a contributor: fullname: Hickmann, V – volume: 19 start-page: 2579 year: 2008 ident: WOS:000262053900019 article-title: Enantiomerically pure α-methoxyaryl acetaldehydes as versatile precursors: a facile chemo-enzymatic methodology for their preparation publication-title: TETRAHEDRON-ASYMMETRY contributor: fullname: Singh, B – volume: 135 start-page: 16352 year: 2013 ident: WOS:000326774300028 article-title: Oxidant-Free Conversion of Primary Amines to Nitriles publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja409223a contributor: fullname: Tseng, KNT – volume: 13 start-page: 854 year: 2011 ident: WOS:000289171900017 article-title: Expanding GSK's solvent selection guide - embedding sustainability into solvent selection starting at medicinal chemistry publication-title: GREEN CHEMISTRY doi: 10.1039/c0gc00918k contributor: fullname: Henderson, RK – volume: 30 start-page: 3047 year: 2000 ident: WOS:000088322500020 article-title: TrocCl mediated efficient synthesis of nitriles from primary amides publication-title: SYNTHETIC COMMUNICATIONS contributor: fullname: Bose, DS – volume: 11 start-page: 5050 year: 2009 ident: WOS:000271097100072 article-title: Aminodifluorosulfinium Tetrafluoroborate Salts as Stable and Crystalline Deoxofluorinating Reagents publication-title: ORGANIC LETTERS doi: 10.1021/ol902039q contributor: fullname: Beaulieu, F – volume: 29 start-page: 4235 year: 1999 ident: WOS:000083338300016 article-title: A simple method for the synthesis of nitriles from primary amides under neutral conditions publication-title: SYNTHETIC COMMUNICATIONS contributor: fullname: Bose, DS – volume: 12 start-page: 2888 year: 2010 ident: WOS:000278616800054 article-title: An Efficient Transformation from Benzyl or Allyl Halides to Aryl and Alkenyl Nitriles publication-title: ORGANIC LETTERS doi: 10.1021/ol101094u contributor: fullname: Zhou, W – volume: 127 start-page: 7774 year: 2005 ident: WOS:000229447700029 article-title: One-pot synthesis of metalated pyridines from two acetylenes, a nitrile, and a titanium(II) alkoxide publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja050261e contributor: fullname: Tanaka, R – volume: 78 start-page: 9366 year: 2013 ident: WOS:000330159500046 article-title: Stereocontrolled Cyanohydrin Ether Synthesis through Chiral Bronsted Acid-Mediated Vinyl Ether Hydrocyanation publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo4016002 contributor: fullname: Lu, CL – volume: 16 start-page: 2158 year: 2014 ident: WOS:000334823600022 article-title: Chemoselective Palladium-Catalyzed Cyanation of Alkenyl Halides publication-title: ORGANIC LETTERS doi: 10.1021/ol500618w contributor: fullname: Powell, KJ – volume: 4 start-page: 1 year: 2014 ident: 000365304000015.67 article-title: Highly-efficient conversion of primary amides to nitriles using indium(III) triflate as the catalyst publication-title: Int. J. Org. Chem contributor: fullname: Mineno, T. – volume: 2008 start-page: 4097 year: 2008 ident: WOS:000258808000002 article-title: Hydrosilanes are not always reducing agents for carbonyl compounds but can also induce dehydration: A ruthenium-catalyzed conversion of primary amides to nitriles publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.200800523 contributor: fullname: Hanada, S – volume: 13 start-page: 2966 year: 2011 ident: WOS:000291128500044 article-title: Generation of Nitrile Oxides from Oximes Using t-BuOI and Their Cycloaddition publication-title: ORGANIC LETTERS doi: 10.1021/ol2010616 contributor: fullname: Minakata, S – volume: 352 start-page: 2588 year: 2010 ident: WOS:000284003100035 article-title: One-Pot Synthesis of Symmetrical 1,3-Diarylureas or Substituted Benzamides Directly from Benzylic Primary Alcohols and Effective Oxidation of Secondary Alcohols to Ketones Using Phenyliodine Diacetate in Combination with Sodium Azide publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201000318 contributor: fullname: Li, XQ – volume: 33 start-page: 4275 year: 2012 ident: WOS:000313154400075 article-title: Development on Recovery of MFB from Industrial Waste without Second Pollution publication-title: BULLETIN OF THE KOREAN CHEMICAL SOCIETY doi: 10.5012/bkcs.2012.33.12.4275 contributor: fullname: Kim, KD – volume: 14 start-page: 1164 year: 2012 ident: WOS:000300339800054 article-title: Intramolecular 1,3-Dipolar Cycloaddition of Nitrile N-Oxide Accompanied by Dearomatization publication-title: ORGANIC LETTERS doi: 10.1021/ol300125s contributor: fullname: Yonekawa, M – volume: 77 start-page: 9334 year: 2012 ident: WOS:000309951700052 article-title: A Chemoselective, One-Pot Transformation of Aldehydes to Nitriles publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo301133y contributor: fullname: Laulhé, S – volume: 127 start-page: 6926 year: 2005 ident: WOS:000229085200007 article-title: Mild oxidative one-carbon homologation of aldehyde to amide publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0511220 contributor: fullname: Bonne, D – start-page: 9316 year: 2011 ident: 000365304000015.31 publication-title: Chem. Eur. J. contributor: fullname: Enthaler, S – volume: 52 start-page: 2369 year: 1979 ident: 000365304000015.74 publication-title: Bull. Chem. Soc. Jpn. contributor: fullname: Nobuharu, A – volume: 13 start-page: 6249 year: 2007 ident: WOS:000248250300026 article-title: A state-of-the-art cyanation of aryl bromides:: A novel and versatile copper catalyst system inspired by nature publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.200700079 contributor: fullname: Schareina, T – volume: 2004 start-page: 4039 year: 2004 ident: WOS:000224422600013 article-title: Superacidic activation of α,β-unsaturated amides and their electrophilic reactions publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ejoc.200400313 contributor: fullname: Koltunov, KY – volume: 38 start-page: 2099 year: 1997 ident: WOS:A1997WP25400021 article-title: Preparation of nitriles from primary amides under swern oxidation conditions publication-title: TETRAHEDRON LETTERS contributor: fullname: Nakajima, N – volume: 20 start-page: 13064 year: 2014 ident: WOS:000342770900003 article-title: Heterocycles from α-Aminonitriles publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201403956 contributor: fullname: Otto, N – start-page: 2347 year: 1977 ident: WOS:A1977EC89300004 article-title: STUDIES ON SYNTHESES OF HETEROCYCLIC-COMPOUNDS .724. TOTAL SYNTHESES OF QUINAZOLINONE ALKALOIDS GLYCORINE, GLOMERINE, HOMOGLOMERINE, CRYSOGINE, AND EUXYLOPHORICINE-A AND EUXYLOPHORICINE-C publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: KAMETANI, T – volume: 52 start-page: 5184 year: 2011 ident: WOS:000295895200019 article-title: Reaction of triflyl-imidazole with aldoximes: facile synthesis of nitriles and formation of novel aldoxime-bis(N-triflyl)-imidazole adducts publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2011.07.135 contributor: fullname: Kalkhambkar, RG – volume: 25 start-page: 1275 year: 2014 ident: WOS:000337238300012 article-title: One-Pot Oxidative Conversion of Alcohols into Nitriles by Using a TEMPO/PhI(OAc)2/NH4OAc System publication-title: SYNLETT doi: 10.1055/s-0033-1341124 contributor: fullname: Vatèle, JM – volume: 39 start-page: 5147 year: 1998 ident: WOS:000074413600006 article-title: Synthesis of α,α-disubstituted-α-amino acids by double nucleophilic addition to cyanohydrins publication-title: TETRAHEDRON LETTERS contributor: fullname: Charette, AB – volume: 16 start-page: 1346 year: 2014 ident: WOS:000332756400019 article-title: Organoselenium-Catalyzed Mild Dehydration of Aldoximes: An Unexpected Practical Method for Organonitrile Synthesis publication-title: ORGANIC LETTERS doi: 10.1021/ol500075h contributor: fullname: Yu, L – start-page: 301 year: 2007 ident: WOS:000243268100028 article-title: A convenient new procedure for converting primary amides into nitriles publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/b614061k contributor: fullname: Kuo, CW – volume: 29 start-page: 2155 year: 1988 ident: WOS:A1988N403900007 article-title: AN EFFICIENT CHEMOSELECTIVE SYNTHESIS OF NITRILES FROM PRIMARY AMIDES publication-title: TETRAHEDRON LETTERS contributor: fullname: CLAREMON, DA – start-page: 4883 year: 2009 ident: WOS:000268634300030 article-title: New catalytic properties of iron complexes: dehydration of amides to nitriles publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/b910145d contributor: fullname: Zhou, SL – volume: 46 start-page: 3922 year: 2007 ident: WOS:000246832900024 article-title: A tungsten-tin mixed hydroxide as an efficient heterogeneous catalyst for dehydration of aldoximes to nitriles publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200605004 contributor: fullname: Yamaguchi, K – volume: 55 start-page: 5751 year: 2014 ident: WOS:000343344100012 article-title: A novel and efficient catalytic system including TEMPO/acetaldoxime/InCl3 for aerobic oxidation of primary amines to oximes publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2014.08.083 contributor: fullname: Yu, JT – volume: 10 start-page: 31 year: 2008 ident: WOS:000252106600003 article-title: Green chemistry tools to influence a medicinal chemistry and research chemistry based organisation publication-title: GREEN CHEMISTRY doi: 10.1039/b711717e contributor: fullname: Alfonsi, K – volume: 16 start-page: 3749 year: 2014 ident: WOS:000330779700045 article-title: Experimental and theoretical study on the sensing mechanism of a fluorescence probe for hypochloric acid: a Se ... N nonbonding interaction modulated twisting process publication-title: PHYSICAL CHEMISTRY CHEMICAL PHYSICS doi: 10.1039/c3cp54093f contributor: fullname: Lou, ZR – volume: 50 start-page: 6088 year: 2009 ident: WOS:000270533900032 article-title: Ionic liquid-promoted dehydration of aldoximes: a convenient access to aromatic, heteroaromatic and aliphatic nitriles publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2009.08.069 contributor: fullname: Saha, D – volume: 51 start-page: 4479 year: 2010 ident: WOS:000280903700001 article-title: Ultrasound-promoted synthesis of nitriles from aldoximes under ambient conditions publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2010.06.079 contributor: fullname: Jiang, N – start-page: 1724 year: 1999 ident: WOS:000083145800003 article-title: Dialkyltin oxide-catalyzed synthesis of nitriles from primary amides under neutral conditions publication-title: SYNTHESIS-STUTTGART contributor: fullname: Bose, DS – volume: 353 start-page: 1591 year: 2011 ident: WOS:000292848200030 article-title: Fe3O4@mesoporouspolyaniline: A Highly Efficient and Magnetically Separable Catalyst for Cross-Coupling of Aryl Chlorides and Phenols publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201000977 contributor: fullname: Arundhathi, R – start-page: 3179 year: 2007 ident: WOS:000250719600013 article-title: Laboratory-scale synthesis of Nitriles by catalysed dehydration of Amides and Oximes under flash vacuum pyrolysis (FVP) conditions publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-2007-990782 contributor: fullname: Campbell, JA – volume: 55 start-page: 2921 year: 2014 ident: WOS:000336114800006 article-title: First enantioselective total synthesis of penicimarin B, aspergillumarins A and B publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2014.03.067 contributor: fullname: Yadav, JS – volume: 9 start-page: 1419 year: 1998 ident: WOS:000073527700015 article-title: Synthesis of new oxazole-containing peptidomimetics publication-title: TETRAHEDRON-ASYMMETRY contributor: fullname: Falorni, M – volume: 13 start-page: 365 year: 2015 ident: WOS:000346048600006 article-title: The direct electrophilic cyanation of β-keto esters and amides with cyano benziodoxole publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c4ob02032d contributor: fullname: Wang, YF – volume: 17 start-page: 476 year: 2015 ident: WOS:000349274200022 article-title: Two-Step Cyanomethylation Protocol: Convenient Access to Functionalized Aryl- and Heteroarylacetonitriles publication-title: ORGANIC LETTERS doi: 10.1021/ol503479g contributor: fullname: Lindsay-Scott, PJ – volume: 55 start-page: 639 year: 2014 ident: WOS:000330153000014 article-title: Ac2O/K2CO3/DMSO: an efficient and practical reagent system for the Cross Mark synthesis of nitriles from aldoximes publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2013.11.079 contributor: fullname: Song, YP – volume: 5 start-page: 1725 year: 2013 ident: WOS:000320929200013 article-title: A Monovacant Lacunary Silicotungstate as an Efficient Heterogeneous Catalyst for Dehydration of Primary Amides to Nitriles publication-title: CHEMCATCHEM doi: 10.1002/cctc.201300063 contributor: fullname: Itagaki, S – volume: 42 start-page: 3289 year: 1999 ident: WOS:000082241300011 article-title: Structural modification of Fas C-terminal tripeptide and its effects on the inhibitory activity of Fas/FAP-1 binding publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: Sawa, E – volume: 349 start-page: 1475 year: 2007 ident: WOS:000247338800027 article-title: Nitrilase-catalyzed enantioselective synthesis of pyrrolidine- and piperidinecarboxylic acids publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.200700040 contributor: fullname: Winkler, M – volume: 141 start-page: 1079 year: 2011 ident: WOS:000293632800004 article-title: Copper-Catalyzed Dehydration of Primary Amides to Nitriles publication-title: CATALYSIS LETTERS doi: 10.1007/s10562-011-0660-9 contributor: fullname: Enthaler, S – volume: 7 start-page: 169 year: 2012 ident: WOS:000298483600022 article-title: An Efficient Zinc-Catalyzed Dehydration of Primary Amides to Nitriles publication-title: CHEMISTRY-AN ASIAN JOURNAL doi: 10.1002/asia.201100493 contributor: fullname: Enthaler, S – volume: 64 start-page: 1713 year: 1999 ident: WOS:000079022600046 article-title: Reagents for organic synthesis: Use of organostannyl oxides as catalytic neutral agents in the preparation of nitriles from primary amides under microwave irradiation publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Bose, DS – volume: 356 start-page: 347 year: 2014 ident: WOS:000332000200011 article-title: Zinc-Catalyzed Direct Cyanation of Indoles and Pyrroles: Nitromethane as a Source of a Cyano Group publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201301073 contributor: fullname: Nagase, Y – volume: 38 start-page: 4221 year: 1997 ident: WOS:A1997XE05200009 article-title: A simple preparation of N-protected chiral alpha-aminonitriles from N-protected alpha-amino acid amides publication-title: TETRAHEDRON LETTERS contributor: fullname: Maetz, P – volume: 12 start-page: 9109 year: 2014 ident: WOS:000344458100007 article-title: Synthesis of nitriles via palladium-catalyzed water shuffling from amides to acetonitrile publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c4ob01825g contributor: fullname: Zhang, WD – volume: 11 start-page: 2466 year: 2013 ident: WOS:000316275700010 article-title: Conversion of aldoximes into nitriles and amides under mild conditions publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c3ob27362h contributor: fullname: Tambara, K – volume: 4 start-page: 2525 year: 2002 ident: WOS:000176938200020 article-title: An expedient route to the tetrazole analogues of α-amino acids publication-title: ORGANIC LETTERS doi: 10.1021/ol020096x contributor: fullname: Demko, ZP – volume: 35 start-page: 2655 year: 1979 ident: WOS:A1979HZ65000007 article-title: LITHIATED CARBANIONS OF BETA, GAMMA-UNSATURED ALPHA'-CYANOETHERS .4. [2.3] SIGMATROPIC REARRANGEMENTS IN BENZYLIC SERIES - ORTHO-METHYLARYL KETONES publication-title: TETRAHEDRON contributor: fullname: CAZES, B – volume: 13 start-page: 1059 year: 2002 ident: WOS:000176654000009 article-title: Chemo-enzymatic synthesis of enantiomerically pure (R)-2-naphthylmethoxyacetic acid publication-title: TETRAHEDRON-ASYMMETRY contributor: fullname: Kimura, M |
SSID | ssj0007239 |
Score | 2.344137 |
Snippet | The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds... |
Source | Web of Science |
SourceID | webofscience |
SourceType | Enrichment Source Index Database |
StartPage | 3758 |
SubjectTerms | Chemistry Chemistry, Organic Physical Sciences Science & Technology |
Title | Synthesis of Nitriles from Aldoximes and Primary Amides Using XtalFluor-E |
URI | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000365304000015 |
Volume | 47 |
WOS | 000365304000015 |
WOSCitedRecordID | wos000365304000015 |
hasFullText | |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3Pb9MwFLa6cYDLNH6JAUM-7GpIajtOjlW1aQN1QlqHepv8HAcitcnYUmnwF_Bn8xy7aVb1ULhEkZU6bd7n5--l732PkBODFNmg12ORNRig8AKXFOiIaWGETAvNZdtFYXKZnF-LzzM5Gwz-9LKWlg18NL-31pX8j1VxDO3qqmT_wbLdpDiA52hfPKKF8biTja9-VcjfgqTIZdnc4RK_9xUjo3leP7RKTL4cwGtKjBZljkM-T2CGvPtsvqzv2Gmfoq4nRfJ51Syb5rt2dT3rrGxbeso5QeKtofPr39xLiYXvuj5xSY3zvEPNV_1zGfp-WV2xtp1HXT565xDLjfyN6Y_SLmz3V9I6gb_vaXnmMhX9h6x3roIrhiHmrO99vd5mQNmQ93wpV17UPezL6AmTrT4_kk4e4545qR0WO3381V374tobm16Xitgq8kjufJnjj3tkT6Ut0f4y6XZ0NeQ-jAq_aSX-KeWnx7fdyl5apjI9JAchxKAjj5fnZGCrF-TpeNXZ7yW56ExM64KucEMdbmiHG4rWpAE31OOGtrihPdy8Itdnp9PxOQstNZjhQjUs17g0kywBaTMDcR7jXggQaTwFnaW8gAR4arTMh5bzGNIMIzCleCrw6oxHw9dkv6or-4bQAiQIKSDHkEBkEWildW60hsQIZY08Iif9Z3Fz67_xzcYDPyLxLpeNg2K9U2po3u429TvybA3e9-RJgcveHiOHbOBDa-C_onFwvA |
link.rule.ids | 783 |
linkProvider | Clarivate |
openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Synthesis+of+Nitriles+from+Aldoximes+and+Primary+Amides+Using+XtalFluor-E&rft.jtitle=Synthesis+%28Stuttgart%29&rft.au=Keita%2C+Massaba&rft.au=Vandamme%2C+Mathilde&rft.au=Paquin%2C+Jean-Francois&rft.date=2015-12-01&rft.pub=Thieme+Medical+Publishers&rft.issn=0039-7881&rft.eissn=1437-210X&rft.volume=47&rft.issue=23&rft.spage=3758&rft.epage=3766&rft_id=info:doi/10.1055%2Fs-0034-1378881&rft.externalDBID=n%2Fa&rft.externalDocID=000365304000015 |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0039-7881&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0039-7881&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0039-7881&client=summon |