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Article: Palladium(II)-Catalyzed Intramolecular Tandem Aminoalkylation via Divergent C(sp3)–H Functionalization

TitlePalladium(II)-Catalyzed Intramolecular Tandem Aminoalkylation via Divergent C(sp3)–H Functionalization
Authors
Issue Date2014
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.html
Citation
Journal of the American Chemical Society, 2014, v. 137, p. 1130-1135 How to Cite?
AbstractWe have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp3)–H functionalization, affording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C–H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C–H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp3)–H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.
Persistent Identifierhttp://hdl.handle.net/10722/211711

 

DC FieldValueLanguage
dc.contributor.authorDU, W-
dc.contributor.authorGu, Q-
dc.contributor.authorLI, Z-
dc.contributor.authorYang, D-
dc.date.accessioned2015-07-21T02:08:39Z-
dc.date.available2015-07-21T02:08:39Z-
dc.date.issued2014-
dc.identifier.citationJournal of the American Chemical Society, 2014, v. 137, p. 1130-1135-
dc.identifier.urihttp://hdl.handle.net/10722/211711-
dc.description.abstractWe have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp3)–H functionalization, affording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C–H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C–H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp3)–H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.html-
dc.relation.ispartofJournal of the American Chemical Society-
dc.titlePalladium(II)-Catalyzed Intramolecular Tandem Aminoalkylation via Divergent C(sp3)–H Functionalization-
dc.typeArticle-
dc.identifier.emailGu, Q: gqsady3e@hku.hk-
dc.identifier.emailYang, D: yangdan@hku.hk-
dc.identifier.authorityYang, D=rp00825-
dc.identifier.doi10.1021/ja5102739-
dc.identifier.hkuros244936-
dc.identifier.volume137-
dc.identifier.spage1130-
dc.identifier.epage1135-

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