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γ-functionalizations of amines through visible-light-mediated, redox-neutral C−C bond cleavage


Shu, Wei; Genoux, Alexandre; Li, Zhaodong; Nevado, Cristina (2017). γ-functionalizations of amines through visible-light-mediated, redox-neutral C−C bond cleavage. Angewandte Chemie Internationale Edition, 56(35):10521-10524.

Abstract

Cleavage of unstrained C−C bonds under mild, redox-neutral conditions represents a challenging endeavor which is accomplished here in the context of a flexible, visible-light-mediated, γ-functionalization of amines. In situ generated C-centered radicals are harvested in the presence of Michael acceptors, thiols and alkyl halides to efficiently form new C(sp3)−C(sp3), C(sp3)−H and C(sp3)−Br bonds, respectively.

Abstract

Cleavage of unstrained C−C bonds under mild, redox-neutral conditions represents a challenging endeavor which is accomplished here in the context of a flexible, visible-light-mediated, γ-functionalization of amines. In situ generated C-centered radicals are harvested in the presence of Michael acceptors, thiols and alkyl halides to efficiently form new C(sp3)−C(sp3), C(sp3)−H and C(sp3)−Br bonds, respectively.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Uncontrolled Keywords:General Chemistry, Catalysis
Language:English
Date:2017
Deposited On:04 Jan 2018 19:38
Last Modified:23 Sep 2018 06:11
Publisher:Wiley-VCH Verlag
ISSN:1433-7851
OA Status:Closed
Publisher DOI:https://doi.org/10.1002/anie.201704068
PubMed ID:28627789
Project Information:
  • : FunderFP7
  • : Grant ID307948
  • : Project TitleNIGOCAT - Nature-Inspired Gold Catalytic Tools
  • : FunderSNSF
  • : Grant ID200020_146853
  • : Project TitleNovel Synthetic Methods based on Gold Catalyzed Reactions

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