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Article: Iron-ligand coordination in tandem radical cyclizations: Synthesis of benzo[b]thiophenes by a one-pot reaction of iron 1,3-diketone complexes with 2-thiosalicylic acids

TitleIron-ligand coordination in tandem radical cyclizations: Synthesis of benzo[b]thiophenes by a one-pot reaction of iron 1,3-diketone complexes with 2-thiosalicylic acids
Authors
Chan, SLFLow, KHYang, CCheung, SHFChe, CM
Keywordscoordination complexes
cyclization
iron
platinum
radical reactions
Issue Date2011
PublisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistry
Citation
Chemistry - A European Journal, 2011, v. 17 n. 17, p. 4709-4714 How to Cite?
DOI: http://dx.doi.org/10.1002/chem.201100377
AbstractIron-the mediator: 1,3-Diketone ligands coordinated to iron undergo unprecedented tandem reactions with 2-thiosalicylic acids to give 2-substituted 3-hydroxylbenzo[b]thiophenes in up to 98 % yield. A similar reaction with 2-mercaptonicotinic acid gave a thieno[2,3-b]pyridine derivative in 72 % yield (see scheme). A mechanism involving redox transformation and tandem radical cyclization of the coordinated ligands is proposed. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Persistent Identifierhttp://hdl.handle.net/10722/134361
ISSN
0947-6539
2021 Impact Factor: 5.020
2020 SCImago Journal Rankings: 1.687
ISI Accession Number ID
WOS:000290211900004
Funding AgencyGrant Number
The University of Hong Kong
University Grants Council of HKSARAoE 10/01P
Hong Kong Research Grants CouncilHKU 1/CRF/08
HKU 700809
HKU 700810
Funding Information:

This work was supported by The University of Hong Kong, the University Grants Council of HKSAR (the Area of Excellence Scheme: AoE 10/01P), and the Hong Kong Research Grants Council (HKU 1/CRF/08; HKU 700809; HKU 700810). We thank Lap Szeto for assistance in X-ray crystal-structure determination.

References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorChan, SLFen_HK
dc.contributor.authorLow, KHen_HK
dc.contributor.authorYang, Cen_HK
dc.contributor.authorCheung, SHFen_HK
dc.contributor.authorChe, CMen_HK
dc.date.accessioned2011-06-17T09:18:37Z-
dc.date.available2011-06-17T09:18:37Z-
dc.date.issued2011en_HK
dc.identifier.citationChemistry - A European Journal, 2011, v. 17 n. 17, p. 4709-4714en_HK
dc.identifier.issn0947-6539en_HK
dc.identifier.urihttp://hdl.handle.net/10722/134361-
dc.description.abstractIron-the mediator: 1,3-Diketone ligands coordinated to iron undergo unprecedented tandem reactions with 2-thiosalicylic acids to give 2-substituted 3-hydroxylbenzo[b]thiophenes in up to 98 % yield. A similar reaction with 2-mercaptonicotinic acid gave a thieno[2,3-b]pyridine derivative in 72 % yield (see scheme). A mechanism involving redox transformation and tandem radical cyclization of the coordinated ligands is proposed. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en_HK
dc.languageengen_US
dc.publisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistryen_HK
dc.relation.ispartofChemistry - A European Journalen_HK
dc.subjectcoordination complexesen_HK
dc.subjectcyclizationen_HK
dc.subjectironen_HK
dc.subjectplatinumen_HK
dc.subjectradical reactionsen_HK
dc.titleIron-ligand coordination in tandem radical cyclizations: Synthesis of benzo[b]thiophenes by a one-pot reaction of iron 1,3-diketone complexes with 2-thiosalicylic acidsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0947-6539&volume=17&issue=17&spage=4709 &epage= 4714&date=2011&atitle=Iron-ligand+coordination+in+tandem+radical+cyclizations:+synthesis+of+benzo[b]thiophenes+by+a+one-pot+reaction+of+iron+1,3-diketone+complexes+with+2-thiosalicylic+acids-
dc.identifier.emailChe, CM:cmche@hku.hken_HK
dc.identifier.authorityChe, CM=rp00670en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/chem.201100377en_HK
dc.identifier.pmid21433152-
dc.identifier.scopuseid_2-s2.0-79953879409en_HK
dc.identifier.hkuros185693en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-79953879409&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume17en_HK
dc.identifier.issue17en_HK
dc.identifier.spage4709en_HK
dc.identifier.epage4714en_HK
dc.identifier.isiWOS:000290211900004-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridChan, SLF=27167455400en_HK
dc.identifier.scopusauthoridLow, KH=7102180516en_HK
dc.identifier.scopusauthoridYang, C=42462898100en_HK
dc.identifier.scopusauthoridCheung, SHF=42461101900en_HK
dc.identifier.scopusauthoridChe, CM=7102442791en_HK
dc.identifier.issnl0947-6539-

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