Ligand-Free Copper(I)-Mediated Cross-Coupling Reactions of Organostannanes with Sulfur Electrophiles
The synthesis of aryl thioether through the cross-coupling of C–S bond is a highly attractive area of research due to the prevalence of aryl thioether in bioactive natural products, functional materials, agrochemicals, and pharmaceutically active compounds. Herein, we report a ligand-free Cu(I) med...
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| Published in | Journal of organic chemistry Vol. 85; no. 18; pp. 11942 - 11951 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
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WASHINGTON
American Chemical Society
18.09.2020
Amer Chemical Soc |
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| Abstract | The synthesis of aryl thioether through the cross-coupling of C–S bond is a highly attractive area of research due to the prevalence of aryl thioether in bioactive natural products, functional materials, agrochemicals, and pharmaceutically active compounds. Herein, we report a ligand-free Cu(I) mediated electrophilic thiolation of organostannanes with sulfur electrophiles. A selective transfer of alkyl groups was achieved in reactions with alkyl carbastannatranes affording congested thioethers. This study offers a unified method to access diaryl and aryl alkyl thioethers and was demonstrated in the context of late-stage modifications.. |
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| AbstractList | The synthesis of aryl thioether through the cross-coupling of C-S bond is a highly attractive area of research due to the prevalence of aryl thioether in bioactive natural products, functional materials, agrochemicals, and pharmaceutically active compounds. Herein, we report a ligand-free Cu(I) mediated electrophilic thiolation of organostannanes with sulfur electrophiles. A selective transfer of alkyl groups was achieved in reactions with alkyl carbastannatranes affording congested thioethers. This study offers a unified method to access diaryl and aryl alkyl thioethers and was demonstrated in the context of late-stage modifications.. The synthesis of aryl thioether through the cross-coupling of C–S bond is a highly attractive area of research due to the prevalence of aryl thioether in bioactive natural products, functional materials, agrochemicals, and pharmaceutically active compounds. Herein, we report a ligand-free Cu(I) mediated electrophilic thiolation of organostannanes with sulfur electrophiles. A selective transfer of alkyl groups was achieved in reactions with alkyl carbastannatranes affording congested thioethers. This study offers a unified method to access diaryl and aryl alkyl thioethers and was demonstrated in the context of late-stage modifications.. |
| Author | Walczak, Maciej A Zhu, Feng Chen, Zhenhao |
| AuthorAffiliation | Department of Chemistry |
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| Author_xml | – sequence: 1 givenname: Feng surname: Zhu fullname: Zhu, Feng – sequence: 2 givenname: Zhenhao surname: Chen fullname: Chen, Zhenhao – sequence: 3 givenname: Maciej A orcidid: 0000-0002-8049-0817 surname: Walczak fullname: Walczak, Maciej A email: maciej.walczak@colorado.edu |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/32902269$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1021/jacs.0c03298 10.1002/adsc.201400980 10.1021/ol035458v 10.1002/anie.201608011 10.1038/s41467-018-06016-4 10.1021/cr100347k 10.1021/ar800098p 10.1016/j.tet.2014.08.020 10.1055/s-2006-939707 10.1021/jo402586v 10.1002/anie.201303483 10.1002/slct.201802442 10.1002/chem.201102158 10.1164/rccm.201301-0023PP 10.1021/ol902186d 10.1021/acs.orglett.6b00208 10.1021/jacs.6b07891 10.3762/bjoc.15.113 10.1021/jacs.5b11244 10.1016/j.tet.2004.05.044 10.1021/ja064948q 10.1055/s-2005-871936 10.1016/j.tetlet.2006.05.178 10.1021/ja404050f 10.1039/c5sc04709a 10.1016/j.drudis.2010.05.011 10.2174/1568026615666150915111741 10.1016/j.mri.2006.09.041 10.1021/cs400985m 10.1128/AAC.01432-05 10.1002/anie.201612190 10.3762/bjoc.7.68 10.1021/jo302088t 10.1021/jo052535m 10.1002/chem.201806261 10.1039/d0ob00244e 10.1055/s-0028-1083357 10.1016/j.tetlet.2008.12.066 10.1039/c5sc01710f 10.1002/anie.201806036 10.1021/ja0580340 10.1021/jo049758h 10.1002/anie.201802847 10.1002/anie.201610414 10.1002/adsc.201600933 10.1016/j.tetlet.2017.06.006 10.1021/jacs.8b11211 10.1021/jacs.7b08707 10.1016/j.amjoto.2006.06.007 10.1021/acs.orglett.9b01585 10.1021/ja901793w 10.1021/jo062131+ 10.1016/j.tetlet.2012.04.094 10.1021/ja0658719 10.1021/jo802731j 10.1021/ol0266673 10.1038/NCHEM.1652 10.1021/acs.orglett.8b03319 10.1021/ol102863u 10.1021/jo4005052 10.1021/acscatal.9b01913 10.1002/asia.201301500 10.1002/anie.200501882 10.1055/s-0033-1340841 10.1016/S0040-4039(01)01426-5 10.1021/jm9704098 10.1038/nchem.1652 10.1021/ja01511a054 10.1039/D0OB00244E 10.1016/0022-328X(84)80450-7 10.1021/ja00127a010 10.1021/jo00935a037 10.1039/C5SC04709A 10.1021/om00150a008 10.1039/C5SC01710F 10.1021/ja005613q 10.1021/cr00044a003 |
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| Keywords | CONVENIENT SYNTHESIS ROOM-TEMPERATURE THIOLS ORGANOBORONIC ACIDS CATALYZED C-S ARYL HALIDES TE BOND ARYLBORONIC ACIDS SULFENYL CHLORIDES DISULFIDES |
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| References | Cheng, JH (WOS:000311073000044) 2012; 77 Beletskaya, IP (WOS:000288820600010) 2011; 111 Deng, K (WOS:000236307300022) 2006; 71 Theddu, N (WOS:000319721200045) 2013; 78 Johnson, MW (WOS:000378715000016) 2016; 7 Peach, M. E. (000574920600033.45) 1979 Bhowmik, A (WOS:000526693800007) 2020; 18 Goli, M (WOS:000286130000044) 2011; 13 Jones, RN (WOS:000238721200050) 2006; 50 Pan, F (WOS:000329472600034) 2014; 4 Wang, CY (WOS:000359214100001) 2015; 6 Mohapatra, S (WOS:000187038300002) 2003; 5 Wang, X (WOS:000321896800052) 2013; 52 Scattolin, T (WOS:000444225100037) 2018; 57 Scott, JP (WOS:000324106200008) 2013; 188 Dong, ZB (WOS:000452930100051) 2018; 20 Ham, JY (WOS:000221268200050) 2004; 69 Fernandez-Rodriguez, MA (WOS:000235562900013) 2006; 128 Li, L (WOS:000321042600014) 2013; 5 Luo, PS (WOS:000263749400028) 2009; 50 Cundiff, J (WOS:000243117700008) 2007; 28 JURKSCHAT, K (WOS:A1984TH37900014) 1984; 272 Jiang, M (WOS:000394996900037) 2017; 56 Peez, T (WOS:000471212100104) 2019; 21 Wilmes, LJ (WOS:000245614500004) 2007; 25 Hong, B (WOS:000405162600004) 2017; 58 Falck, JR (WOS:000243683800030) 2007; 129 Hartwig, JF (WOS:000261000000012) 2008; 41 Wang, L (WOS:000231457700006) 2005 Song, S (WOS:000395566600045) 2017; 56 Benoit, E (WOS:000470722000001) 2019; 15 Mukherjee, N (WOS:000394583800016) 2017; 359 Gogoi, P (WOS:000337304900020) 2014; 25 Zhu, F (WOS:000543780500027) 2020; 142 Taniguchi, N (WOS:000244071100022) 2007; 72 Feng, MH (WOS:000372847800002) 2016; 16 Zhu, F (WOS:000454751800043) 2018; 140 Du, BX (WOS:000352712500022) 2015; 357 Taniguchi, N (WOS:000238142900013) 2006 Xiao, X (WOS:000387016200039) 2016; 55 FALCK, JR (WOS:A1995RC45000010) 1995; 117 Zhu, D (WOS:000239270000038) 2006; 47 Liebeskind, LS (WOS:000165337800041) 2000; 122 BUNNETT, JF (WOS:A1974U401800037) 1974; 39 Zhu, F (WOS:000418204600037) 2017; 139 Reddy, VP (WOS:000265073700043) 2009; 74 Kwong, FY (WOS:000178327500046) 2002; 4 Hughes, AN (WOS:000078037600015) 1999; 5 Jouffroy, M (WOS:000370768200063) 2016; 18 Grassl, S (WOS:000461713000006) 2019; 25 MURRAY, SG (WOS:A1981MB79400003) 1981; 81 Clayden, J (WOS:000290429600001) 2011; 7 Jiang, YW (WOS:000271583000040) 2009; 11 Kaldor, SW (WOS:A1997YH53700016) 1997; 40 Murata, M (WOS:000223090800031) 2004; 60 Luo, PS (WOS:000264895300007) 2009 Alves, D (WOS:000304851500041) 2012; 53 Uyeda, C (WOS:000321236600057) 2013; 135 Stoll, AH (WOS:000234769200016) 2006; 45 Oderinde, MS (WOS:000370582900005) 2016; 138 Yonova, IM (WOS:000332756500008) 2014; 79 Yang, H (WOS:000243840100029) 2007; 129 Alvaro, E (WOS:000267177900076) 2009; 131 Vu, VA (WOS:000171083500016) 2001; 42 Yang, TY (WOS:000444014100025) 2018; 9 RUSSELL, GA (WOS:A1987J158900008) 1987; 6 Gogoi, P (WOS:000342248700010) 2014; 70 Jacobson, KA (WOS:000280034200010) 2010; 15 TRUCE, WE (WOS:A1959WB35300054) 1959; 81 Sayah, M (WOS:000297314100005) 2011; 17 Lee, CF (WOS:000331611900003) 2014; 9 Xu, J (WOS:000474812400065) 2019; 9 Sahani, AJ (WOS:000451062000041) 2018; 3 Zhu, F (WOS:000434350400019) 2018; 57 Zhu, F (WOS:000384037400012) 2016; 138 ref17/cit17b ref27/cit27 ref2/cit2g ref2/cit2e ref2/cit2d ref13/cit13a ref13/cit13b ref13/cit13c ref13/cit13d ref13/cit13e ref13/cit13f ref23/cit23 ref2/cit2c ref2/cit2b ref2/cit2a ref20/cit20 ref5/cit5b ref5/cit5c ref5/cit5a ref16/cit16b ref16/cit16a ref11/cit11g ref19/cit19 ref11/cit11f ref21/cit21 ref7/cit7d ref3/cit3b ref11/cit11c ref3/cit3c ref11/cit11b ref11/cit11e ref3/cit3a ref11/cit11d ref11/cit11a ref7/cit7c ref7/cit7b ref7/cit7a Peach M. E. (ref17/cit17a) 1979 ref24/cit24 ref5/cit5d ref9/cit9c ref9/cit9b ref9/cit9a ref25/cit25 ref8/cit8a ref10/cit10a ref8/cit8c ref10/cit10b ref8/cit8b ref10/cit10c ref8/cit8e ref8/cit8d ref8/cit8f ref28/cit28 ref26/cit26 ref18/cit18b ref4/cit4a ref18/cit18c ref4/cit4b ref4/cit4c ref18/cit18a ref14/cit14a ref12/cit12 ref14/cit14c ref14/cit14b ref15/cit15 ref14/cit14d ref22/cit22 Hughes A. N. (ref2/cit2f) 1999; 5 ref4/cit4d ref4/cit4e ref6/cit6a ref1/cit1 ref4/cit4f ref6/cit6b ref4/cit4g ref6/cit6c |
| References_xml | – volume: 5 start-page: 111 year: 1999 ident: WOS:000078037600015 article-title: Phase I studies with the nonclassical antifolate nolatrexed dihydrochloride (AG337, THYMITAQ) administered orally for 5 days publication-title: CLINICAL CANCER RESEARCH contributor: fullname: Hughes, AN – volume: 142 start-page: 11102 year: 2020 ident: WOS:000543780500027 article-title: Catalytic and Photochemical Strategies to Stabilized Radicals Based on Anomeric Nucleophiles publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.0c03298 contributor: fullname: Zhu, F – volume: 357 start-page: 1270 year: 2015 ident: WOS:000352712500022 article-title: Chemo-Controlled Cross-Coupling of Di(hetero)aryl Disulfides with Grignard Reagents: C-C vs. C-S Bond Formation publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201400980 contributor: fullname: Du, BX – volume: 5 start-page: 4759 year: 2003 ident: WOS:000187038300002 article-title: Chiral alpha,beta-dialkoxy- and alpha-alkoxy-beta-aminostannanes: Preparation and copper-mediated cross-coupling publication-title: ORGANIC LETTERS doi: 10.1021/ol035458v contributor: fullname: Mohapatra, S – volume: 55 start-page: 14121 year: 2016 ident: WOS:000387016200039 article-title: New Design of a Disulfurating Reagent: Facile and Straightforward Pathway to Unsymmetrical Disulfanes by Copper-Catalyzed Oxidative Cross-Coupling publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201608011 contributor: fullname: Xiao, X – volume: 9 start-page: ARTN 3650 year: 2018 ident: WOS:000444014100025 article-title: Stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids publication-title: NATURE COMMUNICATIONS doi: 10.1038/s41467-018-06016-4 contributor: fullname: Yang, TY – volume: 111 start-page: 1596 year: 2011 ident: WOS:000288820600010 article-title: Transition-Metal-Catalyzed C-S, C-Se, and C-Te Bond Formation via Cross-Coupling and Atom-Economic Addition Reactions publication-title: CHEMICAL REVIEWS doi: 10.1021/cr100347k contributor: fullname: Beletskaya, IP – volume: 81 start-page: 365 year: 1981 ident: WOS:A1981MB79400003 article-title: COORDINATION CHEMISTRY OF THIOETHERS, SELENOETHERS, AND TELLUROETHERS IN TRANSITION-METAL COMPLEXES publication-title: CHEMICAL REVIEWS contributor: fullname: MURRAY, SG – volume: 122 start-page: 11260 year: 2000 ident: WOS:000165337800041 article-title: Thiol ester-boronic acid coupling. A mechanistically unprecedented and general ketone synthesis publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: Liebeskind, LS – volume: 41 start-page: 1534 year: 2008 ident: WOS:000261000000012 article-title: Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/ar800098p contributor: fullname: Hartwig, JF – volume: 70 start-page: 7484 year: 2014 ident: WOS:000342248700010 article-title: Nickel-Schiff base complex catalyzed C-S cross-coupling of thiols with organic chlorides publication-title: TETRAHEDRON doi: 10.1016/j.tet.2014.08.020 contributor: fullname: Gogoi, P – start-page: 1351 year: 2006 ident: WOS:000238142900013 article-title: Aryl- or alkylation of diaryl disulfides using organoboronic acids and a copper catalyst publication-title: SYNLETT doi: 10.1055/s-2006-939707 contributor: fullname: Taniguchi, N – volume: 79 start-page: 1947 year: 2014 ident: WOS:000332756500008 article-title: Diaryl and Heteroaryl Sulfides: Synthesis via Sulfenyl Chlorides and Evaluation as Selective Anti-Breast-Cancer Agents publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo402586v contributor: fullname: Yonova, IM – volume: 52 start-page: 7860 year: 2013 ident: WOS:000321896800052 article-title: A Mild, One-Pot Stadler-Ziegler Synthesis of Arylsulfides Facilitated by Photoredox Catalysis in Batch and Continuous-Flow publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201303483 contributor: fullname: Wang, X – volume: 3 start-page: 12291 year: 2018 ident: WOS:000451062000041 article-title: Cross-Coupling Reactions of Aryltriethoxysilanes and Diaryldiselenides - A New Route for the Synthesis of Diarylselenides publication-title: CHEMISTRYSELECT doi: 10.1002/slct.201802442 contributor: fullname: Sahani, AJ – volume: 17 start-page: 11719 year: 2011 ident: WOS:000297314100005 article-title: Carbon-Sulfur Bond Formation of Challenging Substrates at Low Temperature by Using Pd-PEPPSI-IPent publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201102158 contributor: fullname: Sayah, M – volume: 188 start-page: 538 year: 2013 ident: WOS:000324106200008 article-title: Antileukotriene Agents for the Treatment of Lung Disease publication-title: AMERICAN JOURNAL OF RESPIRATORY AND CRITICAL CARE MEDICINE doi: 10.1164/rccm.201301-0023PP contributor: fullname: Scott, JP – volume: 42 start-page: 6847 year: 2001 ident: WOS:000171083500016 article-title: New functionalized alkenylmagnesium reagents bearing an oxygen function in the beta-position. Preparation and reaction of 5-magnesiated-1,3-dioxin-4-one derivatives publication-title: TETRAHEDRON LETTERS contributor: fullname: Vu, VA – volume: 117 start-page: 5973 year: 1995 ident: WOS:A1995RC45000010 article-title: TIN-COPPER TRANSMETALATION - CROSS-COUPLING OF ALPHA-HETEROATOM-SUBSTITUTED ALKYLTRIBUTYLSTANNANES WITH ORGANOHALIDES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: FALCK, JR – volume: 11 start-page: 5250 year: 2009 ident: WOS:000271583000040 article-title: A General and Efficient Approach to Aryl Thiols: CuI-Catalyzed Coupling of Aryl Iodides with Sulfur and Subsequent Reduction publication-title: ORGANIC LETTERS doi: 10.1021/ol902186d contributor: fullname: Jiang, YW – volume: 18 start-page: 876 year: 2016 ident: WOS:000370768200063 article-title: Thioetherification via Photoredox/Nickel Dual Catalysis publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.6b00208 contributor: fullname: Jouffroy, M – volume: 138 start-page: 12049 year: 2016 ident: WOS:000384037400012 article-title: Highly Stereospecific Cross-Coupling Reactions of Anomeric Stannanes for the Synthesis of C-Aryl Glycosides publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b07891 contributor: fullname: Zhu, F – volume: 15 start-page: 1162 year: 2019 ident: WOS:000470722000001 article-title: Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid publication-title: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY doi: 10.3762/bjoc.15.113 contributor: fullname: Benoit, E – volume: 138 start-page: 1760 year: 2016 ident: WOS:000370582900005 article-title: Photoredox Mediated Nickel Catalyzed Cross-Coupling of Thiols With Aryl and Heteroaryl Iodides via Thiyl Radicals publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.5b11244 contributor: fullname: Oderinde, MS – volume: 60 start-page: 7397 year: 2004 ident: WOS:000223090800031 article-title: A general and efficient method for the palladium-catalyzed cross-coupling of thiols and secondary phosphines publication-title: TETRAHEDRON doi: 10.1016/j.tet.2004.05.044 contributor: fullname: Murata, M – volume: 129 start-page: 790 year: 2007 ident: WOS:000243683800030 article-title: Stereospecific cross-coupling of alpha-(thiocarbamoyl)organostannanes with alkenyl, aryl, and heteroaryl iodides publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja064948q contributor: fullname: Falck, JR – start-page: 2007 year: 2005 ident: WOS:000231457700006 article-title: A simple copper salt-catalyzed synthesis of unsymmetrical diaryl selenides and tellurides from arylboronic acids with diphenyl diselenide and ditelluride publication-title: SYNLETT doi: 10.1055/s-2005-871936 contributor: fullname: Wang, L – volume: 47 start-page: 5781 year: 2006 ident: WOS:000239270000038 article-title: A mild and efficient copper-catalyzed coupling of aryl iodides and thiols using an oxime-phosphine oxide ligand publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2006.05.178 contributor: fullname: Zhu, D – volume: 135 start-page: 9548 year: 2013 ident: WOS:000321236600057 article-title: A New Family of Nucleophiles for Photoinduced, Copper-Catalyzed Cross-Couplings via Single-Electron Transfer: Reactions of Thiols with Aryl Halides Under Mild Conditions (O degrees C) publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja404050f contributor: fullname: Uyeda, C – volume: 7 start-page: 4091 year: 2016 ident: WOS:000378715000016 article-title: A mechanistic investigation of the photoinduced, copper-mediated cross-coupling of an aryl thiol with an aryl halide publication-title: CHEMICAL SCIENCE doi: 10.1039/c5sc04709a contributor: fullname: Johnson, MW – volume: 15 start-page: 570 year: 2010 ident: WOS:000280034200010 article-title: P2Y nucleotide receptors: promise of therapeutic applications publication-title: DRUG DISCOVERY TODAY doi: 10.1016/j.drudis.2010.05.011 contributor: fullname: Jacobson, KA – volume: 16 start-page: 1200 year: 2016 ident: WOS:000372847800002 article-title: Sulfur Containing Scaffolds in Drugs: Synthesis and Application in Medicinal Chemistry publication-title: CURRENT TOPICS IN MEDICINAL CHEMISTRY doi: 10.2174/1568026615666150915111741 contributor: fullname: Feng, MH – volume: 25 start-page: 319 year: 2007 ident: WOS:000245614500004 article-title: AG-013736, a novel inhibitor of VEGF receptor tyrosine kinases, inhibits breast cancer growth and decreases vascular permeability as detected by dynamic contrast-enhanced magnetic resonance imaging publication-title: MAGNETIC RESONANCE IMAGING doi: 10.1016/j.mri.2006.09.041 contributor: fullname: Wilmes, LJ – volume: 40 start-page: 3979 year: 1997 ident: WOS:A1997YH53700016 article-title: Viracept (nelfinavir mesylate, AG1343): A potent, orally bioavailable inhibitor of HIV-1 protease publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: Kaldor, SW – volume: 4 start-page: 280 year: 2014 ident: WOS:000329472600034 article-title: Recent Advances in Transition-Metal-Catalyzed C-S Activation: From Thioester to (Hetero)aryl Thioether publication-title: ACS CATALYSIS doi: 10.1021/cs400985m contributor: fullname: Pan, F – volume: 50 start-page: 2583 year: 2006 ident: WOS:000238721200050 article-title: Activity of retapamulin (SB-275833), a novel pleuromutilin, against selected resistant gram-positive cocci publication-title: ANTIMICROBIAL AGENTS AND CHEMOTHERAPY doi: 10.1128/AAC.01432-05 contributor: fullname: Jones, RN – volume: 56 start-page: 2487 year: 2017 ident: WOS:000395566600045 article-title: Cs2CO3-Catalyzed Aerobic Oxidative Cross-Dehydrogenative Coupling of Thiols with Phosphonates and Arenes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201612190 contributor: fullname: Song, S – volume: 7 start-page: 582 year: 2011 ident: WOS:000290429600001 article-title: Asymmetric synthesis of tertiary thiols and thioethers publication-title: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY doi: 10.3762/bjoc.7.68 contributor: fullname: Clayden, J – volume: 77 start-page: 10369 year: 2012 ident: WOS:000311073000044 article-title: Synthesis of Aryl Thioethers through the N-Chlorosuccinimide-Promoted Cross-Coupling Reaction of Thiols with Grignard Reagents publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo302088t contributor: fullname: Cheng, JH – volume: 71 start-page: 2360 year: 2006 ident: WOS:000236307300022 article-title: Cyclization by intramolecular carbolithiation of alkyl- and vinyllithiums prepared by the action of aromatic radical anions on phenyl thioethers. High stereoselectivity in the cyclization accelerated by an allylic lithium oxyanion publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo052535m contributor: fullname: Deng, K – volume: 25 start-page: 3752 year: 2019 ident: WOS:000461713000006 article-title: Copper-Catalyzed Electrophilic Thiolation of Organozinc Halides by Using N-Thiophthalimides Leading to Polyfunctional Thioethers publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201806261 contributor: fullname: Grassl, S – volume: 18 start-page: 2447 year: 2020 ident: WOS:000526693800007 article-title: Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: synthesis of diarylsulfides publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/d0ob00244e contributor: fullname: Bhowmik, A – start-page: 921 year: 2009 ident: WOS:000264895300007 article-title: Copper-Catalyzed Selective S-Arylation of 1,2-Bis(o-amino-1H-pyrazolyl) Disulfides with Arylboronic Acids publication-title: SYNTHESIS-STUTTGART doi: 10.1055/s-0028-1083357 contributor: fullname: Luo, PS – volume: 50 start-page: 1066 year: 2009 ident: WOS:000263749400028 article-title: Solvent-free copper-catalyzed oxidative S-arylation of 1,2-diaryldisulfides with aryltrimethoxysilane publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2008.12.066 contributor: fullname: Luo, PS – volume: 6 start-page: 5105 year: 2015 ident: WOS:000359214100001 article-title: Configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions: an alternative approach to asymmetric synthesis publication-title: CHEMICAL SCIENCE doi: 10.1039/c5sc01710f contributor: fullname: Wang, CY – volume: 57 start-page: 12425 year: 2018 ident: WOS:000444225100037 article-title: Site-Selective C-S Bond Formation at C-Br over C-OTf and C-Cl Enabled by an Air-Stable, Easily Recoverable, and Recyclable Palladium(I) Catalyst publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201806036 contributor: fullname: Scattolin, T – volume: 128 start-page: 2180 year: 2006 ident: WOS:000235562900013 article-title: A general and long-lived catalyst for the palladium-catalyzed coupling of aryl halides with thiols publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0580340 contributor: fullname: Fernandez-Rodriguez, MA – volume: 69 start-page: 3236 year: 2004 ident: WOS:000221268200050 article-title: A facile one-pot synthesis of alkyl aryl sulfides from aryl bromides publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo049758h contributor: fullname: Ham, JY – volume: 57 start-page: 7091 year: 2018 ident: WOS:000434350400019 article-title: Stereoretentive Reactions at the Anomeric Position: Synthesis of Selenoglycosides publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201802847 contributor: fullname: Zhu, F – volume: 56 start-page: 874 year: 2017 ident: WOS:000394996900037 article-title: Room-Temperature Arylation of Thiols: Breakthrough with Aryl Chlorides publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201610414 contributor: fullname: Jiang, M – volume: 359 start-page: 329 year: 2017 ident: WOS:000394583800016 article-title: Copper-Silver Dual Catalyzed Decyanative C-Se Cross-Coupling publication-title: ADVANCED SYNTHESIS & CATALYSIS doi: 10.1002/adsc.201600933 contributor: fullname: Mukherjee, N – volume: 58 start-page: 2809 year: 2017 ident: WOS:000405162600004 article-title: Visible-light-promoted synthesis of diaryl sulfides under air publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2017.06.006 contributor: fullname: Hong, B – year: 1979 ident: 000574920600033.45 article-title: Thiols as Nucleophiles publication-title: The Chemistry of the Thiol Group contributor: fullname: Peach, M. E. – volume: 140 start-page: 18140 year: 2018 ident: WOS:000454751800043 article-title: Stereoretentive C(sp(3))-S Cross-Coupling publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.8b11211 contributor: fullname: Zhu, F – volume: 39 start-page: 3173 year: 1974 ident: WOS:A1974U401800037 article-title: ARYLATION OF ARENETHIOLATE IONS BY SRN1 MECHANISM - CONVENIENT SYNTHESIS OF DIARYL SULFIDES publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: BUNNETT, JF – volume: 139 start-page: 17908 year: 2017 ident: WOS:000418204600037 article-title: Glycosyl Cross-Coupling of Anomeric Nucleophiles: Scope, Mechanism, and Applications in the Synthesis of Aryl C-Glycosides publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.7b08707 contributor: fullname: Zhu, F – volume: 28 start-page: 28 year: 2007 ident: WOS:000243117700008 article-title: Amoxicillin-clavulanic acid-induced hepatitis publication-title: AMERICAN JOURNAL OF OTOLARYNGOLOGY doi: 10.1016/j.amjoto.2006.06.007 contributor: fullname: Cundiff, J – volume: 6 start-page: 1414 year: 1987 ident: WOS:A1987J158900008 article-title: REACTION OF 1-ALKENYL AND 1-ALKYNYL DERIVATIVES OF TIN AND MERCURY WITH HETERO-CENTERED RADICALS publication-title: ORGANOMETALLICS contributor: fullname: RUSSELL, GA – volume: 21 start-page: 4365 year: 2019 ident: WOS:000471212100104 article-title: Synthesis of Naphthocyclobutenes from alpha-Naphthyl Acrylates by Visible-Light Energy-Transfer Catalysis publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.9b01585 contributor: fullname: Peez, T – volume: 131 start-page: 7858 year: 2009 ident: WOS:000267177900076 article-title: Resting State and Elementary Steps of the Coupling of Aryl Halides with Thiols Catalyzed by Alkylbisphosphine Complexes of Palladium publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja901793w contributor: fullname: Alvaro, E – volume: 72 start-page: 1241 year: 2007 ident: WOS:000244071100022 article-title: Convenient synthesis of unsymmetrical organochalcogenides using organoboronic acids with dichalcogenides via cleavage of the S-S, Se-Se, or Te-Te bond by a copper catalyst publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo062131+ contributor: fullname: Taniguchi, N – volume: 53 start-page: 3364 year: 2012 ident: WOS:000304851500041 article-title: Copper-catalyzed sulfenylation of pyrroles with disulfides or thiols: directly synthesis of sulfenyl pyrroles publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2012.04.094 contributor: fullname: Alves, D – volume: 129 start-page: 1132 year: 2007 ident: WOS:000243840100029 article-title: Ambient temperature synthesis of high enantiopurity N-protected peptidyl ketones by peptidyl thiol ester-boronic acid cross-coupling publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja0658719 contributor: fullname: Yang, H – volume: 74 start-page: 3189 year: 2009 ident: WOS:000265073700043 article-title: Indium-Catalyzed C-S Cross-Coupling of Aryl Halides with Thiols publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo802731j contributor: fullname: Reddy, VP – volume: 4 start-page: 3517 year: 2002 ident: WOS:000178327500046 article-title: A general, efficient, and inexpensive catalyst system for the coupling of aryl iodides and thiols publication-title: ORGANIC LETTERS doi: 10.1021/ol0266673 contributor: fullname: Kwong, FY – volume: 5 start-page: 607 year: 2013 ident: WOS:000321042600014 article-title: Stereoretentive Pd-catalysed Stille cross-coupling reactions of secondary alkyl azastannatranes and aryl halides publication-title: NATURE CHEMISTRY doi: 10.1038/NCHEM.1652 contributor: fullname: Li, L – volume: 20 start-page: 7581 year: 2018 ident: WOS:000452930100051 article-title: Synthesis of Functionalized Diaryl Sulfides by Cobalt-Catalyzed Coupling between Arylzinc Pivalates and Diaryl Disulfides publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.8b03319 contributor: fullname: Dong, ZB – volume: 13 start-page: 344 year: 2011 ident: WOS:000286130000044 article-title: Pd-catalyzed Cross-Coupling of alpha-(Acyloxy)-tri-n-butylstannanes with Alkenyl, Aryl, and Heteroaryl Electrophiles publication-title: ORGANIC LETTERS doi: 10.1021/ol102863u contributor: fullname: Goli, M – volume: 78 start-page: 5061 year: 2013 ident: WOS:000319721200045 article-title: Stille Coupling of an Aziridinyl Stannatrane publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo4005052 contributor: fullname: Theddu, N – volume: 81 start-page: 481 year: 1959 ident: WOS:A1959WB35300054 article-title: REARRANGEMENTS OF ARYL SULFONES .2. THE SYNTHESIS AND REARRANGEMENT OF SEVERAL ORTHO-METHYLDIARYL SULFONES TO ORTHO-BENZYLBENZENESULFINIC ACIDS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: TRUCE, WE – volume: 272 start-page: C13 year: 1984 ident: WOS:A1984TH37900014 article-title: 1-AZA-5-STANNA-5,5-DIMETHYLBICYCLO[3.3.0(1.5)]OCTANE AND 1-AZA-5-STANNA-5,5-METHYLTRICYCLO[3.3.3.0(1.5)]UNDECANE, PENTA-COORDINATED TETRA-ORGANIC TIN-COMPOUNDS publication-title: JOURNAL OF ORGANOMETALLIC CHEMISTRY contributor: fullname: JURKSCHAT, K – volume: 9 start-page: 6461 year: 2019 ident: WOS:000474812400065 article-title: Monophosphine Ligands Promote Pd-Catalyzed C-S Cross-Coupling Reactions at Room Temperature with Soluble Bases publication-title: ACS CATALYSIS doi: 10.1021/acscatal.9b01913 contributor: fullname: Xu, J – volume: 9 start-page: 706 year: 2014 ident: WOS:000331611900003 article-title: Transition-Metal-Catalyzed C-S Bond Coupling Reaction publication-title: CHEMISTRY-AN ASIAN JOURNAL doi: 10.1002/asia.201301500 contributor: fullname: Lee, CF – volume: 45 start-page: 606 year: 2006 ident: WOS:000234769200016 article-title: Functionalized benzylic magnesium reagents through a sulfur-magnesium exchange publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.200501882 contributor: fullname: Stoll, AH – volume: 25 start-page: 866 year: 2014 ident: WOS:000337304900020 article-title: An Efficient Protocol for the Carbon-Sulfur Cross-Coupling of Sulfenyl Chlorides with Arylboronic Acids using a Palladium Catalyst publication-title: SYNLETT doi: 10.1055/s-0033-1340841 contributor: fullname: Gogoi, P – ident: ref3/cit3a doi: 10.1021/ar800098p – ident: ref20/cit20 doi: 10.1016/j.tetlet.2006.05.178 – ident: ref8/cit8b doi: 10.1021/jo062131+ – volume: 5 start-page: 111 year: 1999 ident: ref2/cit2f publication-title: Clin. Cancer Res. contributor: fullname: Hughes A. N. – ident: ref1/cit1 doi: 10.2174/1568026615666150915111741 – ident: ref7/cit7a doi: 10.1016/S0040-4039(01)01426-5 – ident: ref11/cit11f doi: 10.1021/ja404050f – ident: ref17/cit17b doi: 10.3762/bjoc.7.68 – ident: ref18/cit18c doi: 10.1021/cs400985m – ident: ref11/cit11b doi: 10.1021/jacs.5b11244 – ident: ref24/cit24 doi: 10.1021/jo802731j – ident: ref23/cit23 doi: 10.1021/acs.orglett.9b01585 – ident: ref2/cit2g doi: 10.1016/j.drudis.2010.05.011 – ident: ref6/cit6b doi: 10.1021/jo052535m – ident: ref2/cit2b doi: 10.1021/jm9704098 – ident: ref18/cit18b doi: 10.1021/ja0658719 – ident: ref13/cit13e doi: 10.1038/s41467-018-06016-4 – ident: ref7/cit7b doi: 10.1002/anie.200501882 – ident: ref27/cit27 doi: 10.3762/bjoc.15.113 – ident: ref14/cit14c doi: 10.1021/ja064948q – ident: ref13/cit13d doi: 10.1002/anie.201802847 – ident: ref4/cit4e doi: 10.1002/chem.201102158 – ident: ref5/cit5b doi: 10.1002/asia.201301500 – ident: ref4/cit4f doi: 10.1016/j.tet.2014.08.020 – ident: ref4/cit4g doi: 10.1021/acscatal.9b01913 – ident: ref2/cit2e doi: 10.1016/j.mri.2006.09.041 – ident: ref28/cit28 doi: 10.1038/nchem.1652 – ident: ref6/cit6c doi: 10.1021/ja01511a054 – ident: ref13/cit13b doi: 10.1021/jacs.7b08707 – ident: ref25/cit25 doi: 10.1039/D0OB00244E – ident: ref15/cit15 doi: 10.1016/0022-328X(84)80450-7 – ident: ref8/cit8d doi: 10.1055/s-0033-1340841 – ident: ref7/cit7d doi: 10.1002/adsc.201400980 – ident: ref3/cit3c doi: 10.1002/anie.201612190 – ident: ref9/cit9c doi: 10.1002/slct.201802442 – ident: ref2/cit2a doi: 10.1164/rccm.201301-0023PP – ident: ref4/cit4a doi: 10.1021/ol0266673 – ident: ref7/cit7c doi: 10.1021/jo302088t – ident: ref2/cit2d doi: 10.1016/j.amjoto.2006.06.007 – ident: ref8/cit8a doi: 10.1055/s-2006-939707 – ident: ref3/cit3b doi: 10.1021/cr100347k – ident: ref14/cit14a doi: 10.1021/ja00127a010 – ident: ref8/cit8f doi: 10.1002/anie.201608011 – ident: ref2/cit2c doi: 10.1128/AAC.01432-05 – ident: ref10/cit10b doi: 10.1021/acs.orglett.8b03319 – ident: ref11/cit11e doi: 10.1021/jo00935a037 – ident: ref4/cit4c doi: 10.1021/ja0580340 – ident: ref10/cit10a doi: 10.1021/jo402586v – ident: ref13/cit13c doi: 10.1021/jacs.8b11211 – ident: ref13/cit13f doi: 10.1021/jacs.0c03298 – ident: ref26/cit26 doi: 10.1021/ol902186d – ident: ref11/cit11g doi: 10.1039/C5SC04709A – ident: ref4/cit4b doi: 10.1016/j.tet.2004.05.044 – ident: ref11/cit11c doi: 10.1021/acs.orglett.6b00208 – ident: ref11/cit11d doi: 10.1002/anie.201610414 – ident: ref9/cit9a doi: 10.1016/j.tetlet.2008.12.066 – ident: ref12/cit12 doi: 10.1021/om00150a008 – ident: ref19/cit19 doi: 10.1016/j.tet.2004.05.044 – ident: ref13/cit13a doi: 10.1021/jacs.6b07891 – ident: ref10/cit10c doi: 10.1002/chem.201806261 – ident: ref16/cit16a doi: 10.1039/C5SC01710F – ident: ref8/cit8c doi: 10.1055/s-0028-1083357 – ident: ref6/cit6a doi: 10.1021/jo049758h – ident: ref21/cit21 doi: 10.1016/j.tetlet.2017.06.006 – ident: ref18/cit18a doi: 10.1021/ja005613q – ident: ref8/cit8e doi: 10.1055/s-2005-871936 – ident: ref14/cit14b doi: 10.1021/ol035458v – ident: ref5/cit5d doi: 10.1002/anie.201806036 – ident: ref5/cit5c doi: 10.1021/jacs.5b11244 – ident: ref9/cit9b doi: 10.1002/adsc.201600933 – ident: ref14/cit14d doi: 10.1021/ol102863u – ident: ref16/cit16b doi: 10.1021/jo4005052 – ident: ref5/cit5a doi: 10.1021/cr00044a003 – start-page: 721 volume-title: The Chemistry of the Thiol Group year: 1979 ident: ref17/cit17a contributor: fullname: Peach M. E. – ident: ref22/cit22 doi: 10.1016/j.tetlet.2012.04.094 – ident: ref4/cit4d doi: 10.1021/ja901793w – ident: ref11/cit11a doi: 10.1002/anie.201303483 |
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| Snippet | The synthesis of aryl thioether through the cross-coupling of C–S bond is a highly attractive area of research due to the prevalence of aryl thioether in... The synthesis of aryl thioether through the cross-coupling of C-S bond is a highly attractive area of research due to the prevalence of aryl thioether in... |
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| Title | Ligand-Free Copper(I)-Mediated Cross-Coupling Reactions of Organostannanes with Sulfur Electrophiles |
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