Issue 38, 2021

Photoredox/cobaloxime co-catalyzed allylation of amines and sulfonyl hydrazines with olefins to access α-allylic amines and allylic sulfones

Abstract

Herein, we reported a dual-catalytic platform for the allylation of amines and sulfonyl hydrazines with olefins to selectively access α-allylic amines and allylic sulfones in good yields by combining photoredox catalysis and cobaloxime catalysis. This strategy avoided the use of a stoichiometric amount of terminal oxidant and the use of pre-functionalized allylic precursors, representing a green and ideal atom- & step-economical process. Good substrate scope and gram-scale synthesis demonstrated the utility of this protocol. Mechanistic studies revealed that a radical process is probably involved in this reaction.

Graphical abstract: Photoredox/cobaloxime co-catalyzed allylation of amines and sulfonyl hydrazines with olefins to access α-allylic amines and allylic sulfones

Supplementary files

Article information

Article type
Communication
Submitted
05 Jul 2021
Accepted
22 Jul 2021
First published
22 Jul 2021

Org. Biomol. Chem., 2021,19, 8227-8231

Photoredox/cobaloxime co-catalyzed allylation of amines and sulfonyl hydrazines with olefins to access α-allylic amines and allylic sulfones

H. Xu, H. Zhang, Q. Tong and J. Zhong, Org. Biomol. Chem., 2021, 19, 8227 DOI: 10.1039/D1OB01307F

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