Issue 13, 2022

Transition-metal-free, visible-light-induced multicomponent synthesis of allylic amines and tetrahydroquinolines

Abstract

A visible-light-induced, 1,2,3,5-tetrakis-(carbazolyl)-4,6-dicyanobenzene (4CzIPN) catalyzed synthesis of allylic amines from secondary alkylamines, alkyl-substituted carbonyls, and vinyl sulfones through ‘all-alkyl’ α-amino radicals has been developed. In another similar photoreductive system, 4CzIPN catalyzed the synthesis of tetrahydroquinolines from 2-vinylanilines and alkyl-substituted carbonyls through anilinoalkyl radicals. Both reactions exhibit a good substrate scope and functional group tolerance.

Graphical abstract: Transition-metal-free, visible-light-induced multicomponent synthesis of allylic amines and tetrahydroquinolines

Supplementary files

Article information

Article type
Research Article
Submitted
16 Apr 2022
Accepted
07 May 2022
First published
09 May 2022

Org. Chem. Front., 2022,9, 3452-3459

Transition-metal-free, visible-light-induced multicomponent synthesis of allylic amines and tetrahydroquinolines

J. Wang, Org. Chem. Front., 2022, 9, 3452 DOI: 10.1039/D2QO00620K

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