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Article: Pd(II)-catalyzed intramolecular amidoarylation of alkenes with molecular oxygen as sole oxidant

TitlePd(II)-catalyzed intramolecular amidoarylation of alkenes with molecular oxygen as sole oxidant
Authors
Yip, KTYang, D
Issue Date2011
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2011, v. 13 n. 8, p. 2134-2137 How to Cite?
DOI: http://dx.doi.org/10.1021/ol2006083
AbstractStereoselective palladium-catalyzed synthesis of structurally versatile indoline derivatives, using molecular oxygen as the sole oxidant, is described. New C-N and C-C bonds form across an alkene in an intramolecular manner. The C-N bond-forming step proceeds via a syn-amidopalladation pathway. The moderate kinetic isotope effects (intramolecular KIE = 3.56) suggest that electrophilic aromatic substitution occurs in the arylation step. © 2011 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/139018
ISSN
1523-7060
2023 Impact Factor: 4.9
2023 SCImago Journal Rankings: 1.245
ISI Accession Number ID
WOS:000289187200062
Funding AgencyGrant Number
University of Hong Kong
Hong Kong Research Grants CouncilHKU 705807P
HKU 706109P
Funding Information:

This work was supported by the University of Hong Kong and the Hong Kong Research Grants Council (HKU 705807P and HKU 706109P).

References
References in Scopus
Grants
Developing Palladium-Catalyzed Asymmetric Tandem Oxidative Cyclization Reactions for Organic Synthesis
Palladium-Catalyzed Asymmetric Oxidative Cyclization Reactions and Their Applications in the Synthesis of Alkaloids

 

DC FieldValueLanguage
dc.contributor.authorYip, KTen_HK
dc.contributor.authorYang, Den_HK
dc.date.accessioned2011-09-23T05:44:09Z-
dc.date.available2011-09-23T05:44:09Z-
dc.date.issued2011en_HK
dc.identifier.citationOrganic Letters, 2011, v. 13 n. 8, p. 2134-2137en_HK
dc.identifier.issn1523-7060en_HK
dc.identifier.urihttp://hdl.handle.net/10722/139018-
dc.description.abstractStereoselective palladium-catalyzed synthesis of structurally versatile indoline derivatives, using molecular oxygen as the sole oxidant, is described. New C-N and C-C bonds form across an alkene in an intramolecular manner. The C-N bond-forming step proceeds via a syn-amidopalladation pathway. The moderate kinetic isotope effects (intramolecular KIE = 3.56) suggest that electrophilic aromatic substitution occurs in the arylation step. © 2011 American Chemical Society.en_HK
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.htmlen_HK
dc.relation.ispartofOrganic Lettersen_HK
dc.titlePd(II)-catalyzed intramolecular amidoarylation of alkenes with molecular oxygen as sole oxidanten_HK
dc.typeArticleen_HK
dc.identifier.emailYip, KT: billyyip@graduate.hku.hken_HK
dc.identifier.emailYang, D: yangdan@hku.hken_HK
dc.identifier.authorityYip, KT=rp00832en_HK
dc.identifier.authorityYang, D=rp00825en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ol2006083en_HK
dc.identifier.pmid21417468-
dc.identifier.scopuseid_2-s2.0-79955390732en_HK
dc.identifier.hkuros196029en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-79955390732&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume13en_HK
dc.identifier.issue8en_HK
dc.identifier.spage2134en_HK
dc.identifier.epage2137en_HK
dc.identifier.eissn1523-7052-
dc.identifier.isiWOS:000289187200062-
dc.publisher.placeUnited Statesen_HK
dc.relation.projectDeveloping Palladium-Catalyzed Asymmetric Tandem Oxidative Cyclization Reactions for Organic Synthesis-
dc.relation.projectPalladium-Catalyzed Asymmetric Oxidative Cyclization Reactions and Their Applications in the Synthesis of Alkaloids-
dc.identifier.scopusauthoridYip, KT=10440172200en_HK
dc.identifier.scopusauthoridYang, D=7404800756en_HK
dc.identifier.issnl1523-7052-

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