4.8 Article

Copper-Catalyzed Trifluoromethylation of Alkenes with Redox-Neutral Remote Amidation of Aldehydes

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ORGANIC LETTERS
卷 18, 期 12, 页码 2852-2855

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01113

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  1. Science Technology Department of Zhejiang Province [2015C31030]
  2. National Natural Science Foundation of China [21172199]

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A room-temperature and one-pot synthesis of e-CF3-substituted amides via the copper-catalyzed trifluoromethylation of alkenes with redox-neutral remote amidation of aldehydes is described. This reaction is featured by an unprecedented 1,5-H atom abstraction from aldehydic C-H bonds by alpha-CF3-alkyl radicals resulting from the radical trifluoromethylation of alkenes, thus enabling a new possibility of the trifluoromethylation-initiated remote sp(2) C-H functionalization.

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