Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3'-Disubstituted Biscoumarins

A new method for faster and simple preparation of 3,3',4,4'-tetrahydro-3,3'-disubstituted-4,4'-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproduc...

Full description

Saved in:
Bibliographic Details
Published inMolecules (Basel, Switzerland) Vol. 23; no. 11; p. 2810
Main Authors Koleva, Ana I, Petkova-Yankova, Nevena I, Nikolova, Rositca D
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 29.10.2018
MDPI
Subjects
aci-nitro tautomer
biscoumarins
coumarins
Dimerization
homodimerization
Irradiation
Kinases
organometallic reagents
radical coupling
Reagents
Solvents
Ultrasonic imaging
Ultrasonic testing
Ultrasound
ultrasound irradiation
Zinc
aci-nitro tautomer
homodimerization
biscoumarins
coumarins
ultrasound irradiation
organometallic reagents
radical coupling
Online AccessGet full text

Cover

Abstract A new method for faster and simple preparation of 3,3',4,4'-tetrahydro-3,3'-disubstituted-4,4'-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproducibility of the results. Moreover, homodimers were isolated in yields of 45⁻92%. The dimerization conditions are applicable to coumarins with electron-withdrawing groups at third position.
AbstractList A new method for faster and simple preparation of 3,3′,4,4′-tetrahydro-3,3′-disubstituted-4,4′-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproducibility of the results. Moreover, homodimers were isolated in yields of 45–92%. The dimerization conditions are applicable to coumarins with electron-withdrawing groups at third position.
A new method for faster and simple preparation of 3,3',4,4'-tetrahydro-3,3'-disubstituted-4,4'-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproducibility of the results. Moreover, homodimers were isolated in yields of 45⁻92%. The dimerization conditions are applicable to coumarins with electron-withdrawing groups at third position.
Author Koleva, Ana I
Nikolova, Rositca D
Petkova-Yankova, Nevena I
AuthorAffiliation Department of Organic Chemistry and Pharmacognosy, Faculty of Chemistry and Pharmacy, Sofia University “St. Kliment Ohridski”, 1 J. Bouchier Buld., 1164 Sofia, Bulgaria; koleva.ana@gmail.com (A.I.K.), nipetkova@chem.uni-sofia.bg (N.I.P.-Y.)
AuthorAffiliation_xml – name: Department of Organic Chemistry and Pharmacognosy, Faculty of Chemistry and Pharmacy, Sofia University “St. Kliment Ohridski”, 1 J. Bouchier Buld., 1164 Sofia, Bulgaria; koleva.ana@gmail.com (A.I.K.), nipetkova@chem.uni-sofia.bg (N.I.P.-Y.)
Author_xml – sequence: 1
  givenname: Ana I
  orcidid: 0000-0001-7702-0315
  surname: Koleva
  fullname: Koleva, Ana I
  email: koleva.ana@gmail.com
  organization: Department of Organic Chemistry and Pharmacognosy, Faculty of Chemistry and Pharmacy, Sofia University "St. Kliment Ohridski", 1 J. Bouchier Buld., 1164 Sofia, Bulgaria. koleva.ana@gmail.com
– sequence: 2
  givenname: Nevena I
  orcidid: 0000-0003-1885-412X
  surname: Petkova-Yankova
  fullname: Petkova-Yankova, Nevena I
  email: nipetkova@chem.uni-sofia.bg
  organization: Department of Organic Chemistry and Pharmacognosy, Faculty of Chemistry and Pharmacy, Sofia University "St. Kliment Ohridski", 1 J. Bouchier Buld., 1164 Sofia, Bulgaria. nipetkova@chem.uni-sofia.bg
– sequence: 3
  givenname: Rositca D
  orcidid: 0000-0003-1885-412X
  surname: Nikolova
  fullname: Nikolova, Rositca D
  email: rnikolova@chem.uni-sofia.bg
  organization: Department of Organic Chemistry and Pharmacognosy, Faculty of Chemistry and Pharmacy, Sofia University "St. Kliment Ohridski", 1 J. Bouchier Buld., 1164 Sofia, Bulgaria. rnikolova@chem.uni-sofia.bg
BackLink https://www.ncbi.nlm.nih.gov/pubmed/30380675$$D View this record in MEDLINE/PubMed
BookMark eNplUstuFDEQtFAQecAHcEEjcSAHBtpvzyVSCAQiJeKSnC2P7cl6NTMOtgcpf483u0QJnNpuV1W7WnWI9uY4e4TeYvhEaQefpzh6u4w-E4oxURheoAPMCLQUWLf35LyPDnNeAxDMMH-F9ilQBULyAxRuxpJMjsvs2tOcQy7eNVe-mLG98i6Y3XUVXTPE1JSVb85jmkwJcW7i0Fz7Sl_duxRb-pF-aL-GvPS5hLJsmF9CtnGZTApzfo1eDmbM_s2uHqGb82_XZz_ay5_fL85OL1vLOlpawcTAAaR3xDrqMPS1TQztSScVWMYJ9APFHIyjVtbKVGe4Yo5g4ymW9AhdbHVdNGt9l0Idf6-jCfqhEdOtNqkEO3qtLK5jhCTW9MxL2RswoJi0jgs8YFG1TrZad0s_eWf9XN2Oz0Sfv8xhpW_jby2IVBxoFTjeCaT4a_G56KmuxI-jmX1csiaYyI6LjpAKff8PdB2XNNdVacIVUUwItnGHtyibYs7JD4-fwaA3odD_haJy3j118cj4mwL6B1mItr0
CitedBy_id crossref_primary_10_1016_j_arabjc_2022_104472
crossref_primary_10_3390_molecules27217228
crossref_primary_10_1007_s11696_020_01098_1
crossref_primary_10_3390_molecules24112030
Cites_doi 10.1016/j.tet.2012.01.035
10.1002/9780470093399
10.1016/S0040-4039(00)88033-8
10.1007/BF00810299
10.1016/0040-4020(75)85052-6
10.1016/S0040-4039(02)00969-3
10.1016/0022-2860(85)80157-5
10.1055/s-2006-957583
10.1021/jo061708k
10.1021/cr500075s
10.2174/0929867053507315
10.1016/0040-4020(96)00748-X
10.1055/s-1974-23408
10.1016/j.ejmech.2006.09.008
10.1002/cjoc.20020201119
10.1055/s-1976-24015
10.1107/S0021889807010941
10.1021/ol016376e
10.1002/hlca.19760590312
10.1002/chin.200518124
10.1002/chem.19970031216
10.1021/jo502272g
10.1107/S0021889808042726
10.1107/S2053229614024218
10.3390/molecules17054936
10.1016/S0022-328X(00)84483-6
10.1021/jf60151a036
10.1016/j.tet.2004.08.069
10.1002/jlac.199319930198
10.1021/jo026183k
10.1016/j.biochi.2010.02.033
10.1080/00397918808064016
10.1016/j.molliq.2014.04.006
10.1002/cber.19681010320
10.1016/S0022-328X(00)82781-3
10.1002/anie.201505231
10.1039/j39700002318
ContentType Journal Article
Copyright 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.
2018 by the authors. 2018
Copyright_xml – notice: 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.
– notice: 2018 by the authors. 2018
DBID NPM
AAYXX
CITATION
3V.
7X7
7XB
88E
8FI
8FJ
8FK
ABUWG
AFKRA
AZQEC
BENPR
CCPQU
DWQXO
FYUFA
GHDGH
K9.
M0S
M1P
PIMPY
PQEST
PQQKQ
PQUKI
PRINS
7X8
5PM
DOA
DOI 10.3390/molecules23112810
DatabaseName PubMed
CrossRef
ProQuest Central (Corporate)
ProQuest Health & Medical Collection
ProQuest Central (purchase pre-March 2016)
Medical Database (Alumni Edition)
Hospital Premium Collection
Hospital Premium Collection (Alumni Edition)
ProQuest Central (Alumni) (purchase pre-March 2016)
ProQuest Central (Alumni)
ProQuest Central
ProQuest Central Essentials
ProQuest Central
ProQuest One Community College
ProQuest Central
Health Research Premium Collection
Health Research Premium Collection (Alumni)
ProQuest Health & Medical Complete (Alumni)
Health & Medical Collection (Alumni Edition)
PML(ProQuest Medical Library)
Publicly Available Content Database
ProQuest One Academic Eastern Edition (DO NOT USE)
ProQuest One Academic
ProQuest One Academic UKI Edition
ProQuest Central China
MEDLINE - Academic
PubMed Central (Full Participant titles)
DOAJ Directory of Open Access Journals
DatabaseTitle PubMed
CrossRef
Publicly Available Content Database
ProQuest Central Essentials
ProQuest One Academic Eastern Edition
ProQuest Health & Medical Complete (Alumni)
ProQuest Central (Alumni Edition)
ProQuest One Community College
ProQuest Hospital Collection
Health Research Premium Collection (Alumni)
ProQuest Central China
ProQuest Hospital Collection (Alumni)
ProQuest Central
ProQuest Health & Medical Complete
Health Research Premium Collection
ProQuest Medical Library
ProQuest One Academic UKI Edition
Health and Medicine Complete (Alumni Edition)
ProQuest Central Korea
ProQuest One Academic
ProQuest Medical Library (Alumni)
ProQuest Central (Alumni)
MEDLINE - Academic
DatabaseTitleList Publicly Available Content Database

PubMed
CrossRef

MEDLINE - Academic
Database_xml – sequence: 1
  dbid: DOA
  name: DOAJ Directory of Open Access Journals
  url: https://www.doaj.org/
  sourceTypes: Open Website
– sequence: 2
  dbid: NPM
  name: PubMed
  url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
– sequence: 3
  dbid: 7X7
  name: ProQuest Health & Medical Collection
  url: https://search.proquest.com/healthcomplete
  sourceTypes: Aggregation Database
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 1420-3049
ExternalDocumentID oai_doaj_org_article_8c1ed2672cab4e77ba0a0847cd561f16
10_3390_molecules23112810
30380675
Genre Journal Article
GrantInformation_xml – fundername: University Scientific Fund
  grantid: 80-10-63/2018
GroupedDBID ---
0R~
123
2WC
3V.
53G
5VS
7X7
88E
8FE
8FG
8FH
8FI
8FJ
A8Z
AADQD
AAFWJ
AAHBH
ABDBF
ABJCF
ABUWG
ACGFO
ACIWK
ACPRK
AEGXH
AENEX
AFKRA
AFPKN
AFRAH
AFZYC
AIAGR
ALIPV
ALMA_UNASSIGNED_HOLDINGS
BBNVY
BENPR
BHPHI
BPHCQ
BVXVI
CCPQU
CS3
D1I
DIK
DU5
E3Z
EBD
EMOBN
ESTFP
ESX
FYUFA
GROUPED_DOAJ
GX1
HCIFZ
HH5
HMCUK
HYE
HZ~
I09
IPNFZ
KB.
KQ8
LK8
M1P
M7P
MODMG
M~E
NPM
O-U
O9-
OK1
P2P
PDBOC
PIMPY
PQQKQ
PROAC
PSQYO
RIG
RPM
SV3
TR2
TUS
UKHRP
~8M
AAYXX
CITATION
7XB
8FK
AZQEC
DWQXO
K9.
PQEST
PQUKI
PRINS
7X8
5PM
ID FETCH-LOGICAL-c493t-646f5007ed2cd3d10b4932a3b29780c4520bf3150ad3c7150489a584d21ae3173
IEDL.DBID RPM
ISSN 1420-3049
IngestDate Tue Oct 22 15:06:34 EDT 2024
Tue Sep 17 20:33:55 EDT 2024
Wed Jul 24 19:59:35 EDT 2024
Thu Oct 10 17:19:34 EDT 2024
Fri Aug 23 02:00:19 EDT 2024
Wed Oct 16 00:52:18 EDT 2024
IsDoiOpenAccess true
IsOpenAccess true
IsPeerReviewed true
IsScholarly true
Issue 11
Keywords aci-nitro tautomer
homodimerization
biscoumarins
coumarins
ultrasound irradiation
organometallic reagents
radical coupling
Language English
License Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-c493t-646f5007ed2cd3d10b4932a3b29780c4520bf3150ad3c7150489a584d21ae3173
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ORCID 0000-0003-1885-412X
0000-0001-7702-0315
OpenAccessLink https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278503/
PMID 30380675
PQID 2582846647
PQPubID 2032355
ParticipantIDs doaj_primary_oai_doaj_org_article_8c1ed2672cab4e77ba0a0847cd561f16
pubmedcentral_primary_oai_pubmedcentral_nih_gov_6278503
proquest_miscellaneous_2127956922
proquest_journals_2582846647
crossref_primary_10_3390_molecules23112810
pubmed_primary_30380675
PublicationCentury 2000
PublicationDate 2018-10-29
PublicationDateYYYYMMDD 2018-10-29
PublicationDate_xml – month: 10
  year: 2018
  text: 2018-10-29
  day: 29
PublicationDecade 2010
PublicationPlace Switzerland
PublicationPlace_xml – name: Switzerland
– name: Basel
PublicationTitle Molecules (Basel, Switzerland)
PublicationTitleAlternate Molecules
PublicationYear 2018
Publisher MDPI AG
MDPI
Publisher_xml – name: MDPI AG
– name: MDPI
References 17182154 - Eur J Med Chem. 2007 Apr;42(4):447-55
17109548 - J Org Chem. 2006 Nov 24;71(24):9203-7
25303539 - Chem Rev. 2014 Oct 22;114(20):10476-526
15853704 - Curr Med Chem. 2005;12(8):887-916
20211681 - Biochimie. 2010 Sep;92(9):1138-46
25427227 - J Org Chem. 2015 Jan 2;80(1):274-80
11678677 - Org Lett. 2001 Nov 1;3(22):3439-42
17253327 - Planta Med. 1998 Dec;64(8):774-5
12444607 - J Org Chem. 2002 Nov 29;67(24):8305-15
26471460 - Angew Chem Int Ed Engl. 2015 Nov 23;54(48):14232-42
25567568 - Acta Crystallogr C Struct Chem. 2015 Jan;71(Pt 1):3-8
22547316 - Molecules. 2012 Apr 30;17(5):4936-49
ref13
ref35
ref34
ref15
ref37
ref14
ref36
ref33
ref32
ref2
ref1
Mason (ref11) 2002
ref17
ref39
ref16
ref38
ref19
ref18
Gustafsson (ref31) 1975; 2
Gallego-Juáres (ref12) 2014
ref24
Mason (ref10) 2002
ref23
Silverman (ref30) 1996
ref26
ref25
ref20
ref42
ref41
ref22
ref44
ref21
ref43
ref28
Luche (ref9) 1998
ref27
ref29
ref8
ref7
ref4
ref3
ref6
ref5
ref40
References_xml – year: 2014
  ident: ref12
  contributor:
    fullname: Gallego-Juáres
– ident: ref8
  doi: 10.1016/j.tet.2012.01.035
– year: 2002
  ident: ref10
  contributor:
    fullname: Mason
– ident: ref33
  doi: 10.1002/9780470093399
– ident: ref34
  doi: 10.1016/S0040-4039(00)88033-8
– ident: ref22
  doi: 10.1007/BF00810299
– ident: ref5
  doi: 10.1016/0040-4020(75)85052-6
– ident: ref23
  doi: 10.1016/S0040-4039(02)00969-3
– ident: ref39
  doi: 10.1016/0022-2860(85)80157-5
– ident: ref25
  doi: 10.1055/s-2006-957583
– ident: ref16
  doi: 10.1021/jo061708k
– ident: ref1
  doi: 10.1021/cr500075s
– ident: ref2
  doi: 10.2174/0929867053507315
– ident: ref44
  doi: 10.1016/0040-4020(96)00748-X
– volume: 2
  start-page: 49
  year: 1975
  ident: ref31
  article-title: Case of radical formation in the reactions between ethyl 3-coumarincarboxylate and Grignard reagents
  publication-title: Finn. Chem. Lett.
  contributor:
    fullname: Gustafsson
– year: 1996
  ident: ref30
  contributor:
    fullname: Silverman
– ident: ref28
  doi: 10.1055/s-1974-23408
– ident: ref4
  doi: 10.1016/j.ejmech.2006.09.008
– ident: ref26
  doi: 10.1002/cjoc.20020201119
– ident: ref29
  doi: 10.1055/s-1976-24015
– ident: ref42
  doi: 10.1107/S0021889807010941
– ident: ref17
  doi: 10.1021/ol016376e
– ident: ref21
  doi: 10.1002/hlca.19760590312
– ident: ref27
  doi: 10.1002/chin.200518124
– ident: ref7
  doi: 10.1016/j.tet.2012.01.035
– ident: ref13
  doi: 10.1002/chem.19970031216
– year: 1998
  ident: ref9
  contributor:
    fullname: Luche
– ident: ref14
  doi: 10.1021/jo502272g
– ident: ref41
  doi: 10.1107/S0021889808042726
– ident: ref43
  doi: 10.1107/S2053229614024218
– ident: ref40
  doi: 10.3390/molecules17054936
– ident: ref36
  doi: 10.1016/S0022-328X(00)84483-6
– ident: ref6
  doi: 10.1021/jf60151a036
– year: 2002
  ident: ref11
  contributor:
    fullname: Mason
– ident: ref38
  doi: 10.1016/j.tet.2004.08.069
– ident: ref20
  doi: 10.1002/jlac.199319930198
– ident: ref19
  doi: 10.1021/jo026183k
– ident: ref3
  doi: 10.1016/j.biochi.2010.02.033
– ident: ref24
  doi: 10.1080/00397918808064016
– ident: ref15
  doi: 10.1016/j.molliq.2014.04.006
– ident: ref32
  doi: 10.1002/cber.19681010320
– ident: ref35
  doi: 10.1016/S0022-328X(00)82781-3
– ident: ref37
  doi: 10.1002/anie.201505231
– ident: ref18
  doi: 10.1039/j39700002318
SSID ssj0021415
Score 2.3079886
Snippet A new method for faster and simple preparation of 3,3',4,4'-tetrahydro-3,3'-disubstituted-4,4'-biscoumarins with participation of an organozinc reagent is...
A new method for faster and simple preparation of 3,3′,4,4′-tetrahydro-3,3′-disubstituted-4,4′-biscoumarins with participation of an organozinc reagent is...
SourceID doaj
pubmedcentral
proquest
crossref
pubmed
SourceType Open Website
Open Access Repository
Aggregation Database
Index Database
StartPage 2810
SubjectTerms aci-nitro tautomer
biscoumarins
coumarins
Dimerization
homodimerization
Irradiation
Kinases
organometallic reagents
radical coupling
Reagents
Solvents
Ultrasonic imaging
Ultrasonic testing
Ultrasound
ultrasound irradiation
Zinc
SummonAdditionalLinks – databaseName: DOAJ Directory of Open Access Journals
  dbid: DOA
  link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1NT9wwEB0hLnBBBVoIBeRKPVW1cOwkTo6wsEKVtidW4hb5K9oVNEFkOXDrb-In9Zd0HCer3YLEpVKkKLYjOfPizBt58gbgq5Ss0sz4nCdcTQmG11RpaWgeM61ym2vX1Via_Myup8mP2_R2pdSXzwkL8sDBcGe5iZ3lmeRG6cRJqRVTDD-pxqLnr-Igts2KIZjqQ60Y_VLYwxQY1J_9CqVmXYtsxm8dsTUv1In1v8Uw_02UXPE84w-w01NGch6mugsbrt6DrdFQqW0f7qb3eF_rCyRRNLcHzpKJQ1pNJ10ljnA5ayxBikqQ8pHx8M8iaSpy4_D22bN9bKj4Lv78fqGX8xY_KCGLwJKLeWsan4o9r9uPMB1f3YyuaV9EgZqkEAuaJVmVIhFAIxorLEKAzVwJzb32kElSznQlkBYqK4zEc5IXClmJ5bFySC7EJ9ism9odAmHY6WzFLJKmpHKZwiOXhVJZYVNWxRF8G4xaPgStjBJjDI9A-QqBCC682ZcDvcx114Dglz345XvgR3A8gFb2a68tud8J9Kr5MoIvy26ExG-FqNo1Tzgm5hIjw4LzCA4CxsuZoFPPfRwVgVxDf22q6z31fNYpc2dc5ikTR__j2T7DNpKzTnuXF8ewuXh8cidIgBb6tHvX_wLRSgfI
  priority: 102
  providerName: Directory of Open Access Journals
– databaseName: ProQuest Health & Medical Collection
  dbid: 7X7
  link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwEB5BOcAF8SZQkJE4Iaw6dmInJ0QLqwppOXWlvUV-hV0VkrLZHrjxm_hJ_BJm8tiygJAiRfFDsvzZnm88kxmAl8aI2glPPk-4mzJUr7l1xvMiFc4WoXCxz7E0_6hPF9mHZb4cL9y60a1yOhP7gzq0nu7IjyTZdygWunlz8ZVT1iiyro4pNK7DjVQKTS5dZnmlcKUonQZLpkLV_ujLkHA2dshpyIAk9mRRH7L_XzzzT3fJ3-TP7A7cHokjezsgfReuxeYe3DyZ8rXdh_PFZ-zXUZokjpNO8AU2j0iu-bzPxzF8rtrAkKgyJH5sNv25yNqanUXsvvoWNi1Xr9XP7z_4u3WHx8rgSxDY8brzLTlkr5vuASxm789OTvmYSoH7rFRbrjNd50gHYpA-qIBAYLG0ykmKQOSzXApXKySHNihv8J0VpUVuEmRqI1IM9RAOmraJj4EJrIyhFgGpU1ZHbfEpTGmtLkMu6jSBV9OkVhdDxIwKNQ1CoPoLgQSOadp3DSnYdV_Qbj5V496pCp_iuLWR3rosGuOssAKlqg9I_upUJ3A4gVaNO7CrrtZLAi921QgJGURsE9tLbJNKg_phKWUCjwaMdyNB0V6QNpWA2UN_b6j7Nc161cfn1tIUuVBP_j-sp3ALyVcfW1eWh3Cw3VzGZ0hwtu55v4p_Af_u_uE
  priority: 102
  providerName: ProQuest
Title Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3'-Disubstituted Biscoumarins
URI https://www.ncbi.nlm.nih.gov/pubmed/30380675
https://www.proquest.com/docview/2582846647
https://search.proquest.com/docview/2127956922
https://pubmed.ncbi.nlm.nih.gov/PMC6278503
https://doaj.org/article/8c1ed2672cab4e77ba0a0847cd561f16
Volume 23
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3NbtQwEB615QAXxD-BsgoSJ0S6jp3EzpFdulRIW1WoK-0t8l_YiG5SbbYHbn2mPhJPwthJVixwQooSxY6lkb-x_U08ngF4xzkpFdHO5wlHU4LmdSQV15GIiZLCCGV9jqX5eXa2SL4s0-UBpMNZGO-0r1V1Ul-tT-pq5X0rr9d6PPiJjS_m04xykRI2PoRDVNDBRO-trBiXpG77kqE9P153WWZti0TG7Rq51G84bQvHlPfWIh-y_1888093yd_Wn9kjeNgTx_BjJ-BjOLD1E7g_HfK1PYXviyts17o0SRF2uoPPhHOL5Dqa-3wc3euqMSES1RCJXzgbTi6GTRleWmy--mE2TcQ-sJ-3d9GnqsVppfMlMOGkanXjHLKrun0Gi9np5fQs6lMpRDrJ2TbKkqxMkQ5YQ7VhBoHAYiqZoi4CkU5SSlTJkBxKwzTHZyJyidzE0FhapBjsORzVTW1fQkiw0pqSGKROSWkziZfguZRZblJSxgG8Hzq1uO4iZhRoaTgwir_ACGDiun33oQt27Quazbeih7wQOka5M061VInlXEkiCa6q2iD5K-MsgOMBtKIfgW1B3X6gi53PA3i7q0ZI3IaIrG1zg9_ElKN9mFMawIsO450kg44EwPfQ3xN1vwbV1cfn7tXz1X-3fA0PkJf5sLs0P4aj7ebGvkHus1Uj1Pglx7uYfR7Bvcnp-cXXkf-PMPKj4BcezQwr
link.rule.ids 230,315,730,783,787,867,888,2109,12068,12777,21400,27936,27937,31731,31732,33385,33386,33756,33757,43322,43612,43817,53804,53806,74073,74363,74630
linkProvider National Library of Medicine
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwEB5BeygXBBRooBRX4oSw6thJnJwQ23a1QHeF0K7UW-RXuqtCUjbbAzd-Ez-JX8I4j20XEFKkKH5Ilj_b841nMgPwSkpWaGa8zxPupgjVa6q0NDQNmVapTbVrciyNJ8loFn04j8-7C7e6c6vsz8TmoLaV8XfkR9zbd3wsdPn26hv1WaO8dbVLoXEXtn2oKlS-tgenk0-f1ypXiPKptWUKVO6PvrYpZ12NrMabkNiGNGqC9v-Laf7pMHlLAg0fwP2OOpJ3LdYP4Y4rH8HOcZ-xbRcuZ1-wX-0TJVGcdg-gJWOH9JqOm4wc7ee8sgSpKkHqR4b9v4ukKsjUYff5d7usqHgjfv34SU8WNR4srTeBJYNFbSrvkr0o68cwG55Oj0e0S6ZATZSJFU2ipIiREDjLjRUWocBiroTmPgaRiWLOdCGQHiorjMR3lGYK2YnloXJIMsQT2Cqr0u0BYVjpbMEskqeocInCJ5WZUklmY1aEAbzuJzW_amNm5KhreATyvxAIYOCnfd3Qh7tuCqrlRd7tnjw1IY47kdwoHTkptWKKoVw1FulfESYB7Peg5d0erPObFRPA4boaIfEmEVW66hrbhFyihphxHsDTFuP1SFC4p16fCkBuoL8x1M2acjFvInQnXKYxE8_-P6yXsDOajs_ys_eTj8_hHlKxJtIuz_Zha7W8di-Q7qz0QbemfwNvhwNG
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lj9MwEB5BVwIuiDeBBYLECWHVsR07OSG6u9XyaLVCW2lvkV-hFZAsTffAjd_ET-KXMM6jUEBIkaLYjjTyZ3u-yUxmAJ4pRUtDbYh5wt0k0Lwm2ihLsoQanbnM-LbG0mwujxfizVl61sc_NX1Y5XAmtge1q234Rj5mwb8TcqGrcdmHRZwcTl-efyGhglTwtPblNC7DnhKS0xHsTY7mJ--35leCuqrza3I09Mefu_KzvkGGE9xJdEcztQn8_8U6_wye_E0bTW_A9Z5Gxq863G_CJV_dgqsHQ_W22_Bx8Qnfa0LRJIIQBDBdPPNItcmsrc7RPS5rFyNtjZEGxtPhP8a4LuNTj68vv7p1TfgL_uPbd3K4avCQ6SILXDxZNbYO4dmrqrkDi-nR6cEx6QsrECtyviFSyDJFcuAds447hAWbmeaGhXxEVqSMmpIjVdSOW4V3keUamYpjifZIOPhdGFV15e9DTLHTu5I6JFKi9FLjlalca5m7lJZJBM-HSS3Ou_wZBdodAYHiLwQimIRp3w4Mqa_bhnr9oeh3UpHZBOWWillthFfKaKop6ljrkAqWiYxgfwCt6PdjU_xaPRE83XYjJME9oitfX-CYhCm0FnPGIrjXYbyVBBV9FmyrCNQO-jui7vZUq2WbrVsylaWUP_i_WE_gCi7n4t3r-duHcA1ZWZt0l-X7MNqsL_wjZD4b87hf0j8BPp4HdA
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=Ultrasound-Assisted+Metal-Mediated+Method+for+the+Formation+of+Tetrahydro-3%2C3%27-Disubstituted+Biscoumarins&rft.jtitle=Molecules+%28Basel%2C+Switzerland%29&rft.au=Koleva%2C+Ana+I&rft.au=Petkova-Yankova%2C+Nevena+I&rft.au=Nikolova%2C+Rositca+D&rft.date=2018-10-29&rft.eissn=1420-3049&rft.volume=23&rft.issue=11&rft_id=info:doi/10.3390%2Fmolecules23112810&rft.externalDBID=NO_FULL_TEXT
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1420-3049&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1420-3049&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1420-3049&client=summon