Issue 76, 2021

Catalytic base-controlled regiodivergent heteronucleophilic hydrofunctionalization of β,γ-unsaturated amides

Abstract

A general catalytic base-controlled regiodivergent nucleophilic hydrofunctionalization of both terminal and internal β,γ-unsaturated amides has been reported. The atom-economical addition of various S/P-based nucleophiles was also exclusively chemoselective. More than 60 branched or linear hetero-substituted aliphatic amides were synthesized from common starting materials under transition-metal-free conditions. Preliminary mechanistic studies are consistent with our proposed divergent catalytic cycles.

Graphical abstract: Catalytic base-controlled regiodivergent heteronucleophilic hydrofunctionalization of β,γ-unsaturated amides

Supplementary files

Article information

Article type
Communication
Submitted
28 Jun 2021
Accepted
22 Jul 2021
First published
27 Jul 2021

Chem. Commun., 2021,57, 9756-9759

Catalytic base-controlled regiodivergent heteronucleophilic hydrofunctionalization of β,γ-unsaturated amides

Y. Zhao, J. Rui, Q. Du, R. Chen, Y. Zhan, X. Zheng and X. Wu, Chem. Commun., 2021, 57, 9756 DOI: 10.1039/D1CC03440E

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