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Direct synthesis of branched amines enabled by dual-catalyzed allylic C─H amination of alkenes with amines.

ABSTRACT: Direct conversion of hydrocarbons into amines represents an important and atom-economic goal in chemistry for decades. However, intermolecular cross-coupling of terminal alkenes with amines to form branched amines remains extremely challenging. Here, a visible-light and Co-dual catalyzed direct allylic C─H amination of alkenes with free amines to afford branched amines has been developed. Notably, challenging aliphatic amines with strong coordinating effect can be directly used as C─N coupling partner to couple with allylic C─H bond to form advanced amines with molecular complexity. Moreover, the reaction proceeds with exclusive regio- and chemoselectivity at more steric hinder position to deliver primary, secondary, and tertiary aliphatic amines with diverse substitution patterns that are difficult to access otherwise.

SUBMITTER: Ren YF

PROVIDER: S-EPMC10997203 | biostudies-literature | 2024 Apr

REPOSITORIES: biostudies-literature

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Direct synthesis of branched amines enabled by dual-catalyzed allylic C─H amination of alkenes with amines.

Ren Yu-Feng YF Chen Bi-Hong BH Chen Xiao-Yi XY Du Hai-Wu HW Li Yu-Long YL Shu Wei W

Science advances 20240405 14

Direct conversion of hydrocarbons into amines represents an important and atom-economic goal in chemistry for decades. However, intermolecular cross-coupling of terminal alkenes with amines to form branched amines remains extremely challenging. Here, a visible-light and Co-dual catalyzed direct allylic C─H amination of alkenes with free amines to afford branched amines has been developed. Notably, challenging aliphatic amines with strong coordinating effect can be directly used as C─N coupling p ...[more]

PMID: 38578992

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