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

Organic Chemistry Frontiers Pub Date: 2022-05-09 DOI: 10.1039/D2QO00620K

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 ‘a(chǎn)ll-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
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