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

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 amo...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2021-10, Vol.19 (38), p.8227-8231
Main Authors: Xu, Hui, Zhang, Hong, Tong, Qing-Xiao, Zhong, Jian-Ji
Format: Article
Language:English
Subjects:
Alkenes
Allyl compounds
Amines
Catalysis
Chemical reactions
Hydrazines
Oxidants
Oxidizing agents
Photoredox catalysis
Substrates
Sulfones
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Summary: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. Herein, a photoredox/cobaloxime co-catalyzed allylation of amines and sulfonyl hydrazines with olefins to access α -allylic amines and allylic sulfones is described, which avoided the external oxidants and pre-functionalized allylic precursors.
ISSN:1477-0520
1477-0539
DOI:10.1039/d1ob01307f