Issue 24, 2020

Visible-light-induced selectivity controllable synthesis of diamine or imidazoline derivatives by multicomponent decarboxylative radical coupling reactions

Abstract

A visible-light-induced and photoredox-catalyzed three-component selectivity controllable radical reaction of the readily available carbonyl compounds, amines and glycine derivatives has been developed. The nature of the products could be successfully controlled by varying the reaction solvent and oxidant, and various vicinal diamine or imidazoline derivatives could be afforded selectively in moderate to excellent yields. A series of experimental studies were carried out to gain insight into the reaction and a plausible reaction mechanism was proposed. In addition, this protocol was successfully applied in the construction of the mianserine skeleton.

Graphical abstract: Visible-light-induced selectivity controllable synthesis of diamine or imidazoline derivatives by multicomponent decarboxylative radical coupling reactions

Supplementary files

Article information

Article type
Research Article
Submitted
25 Aug 2020
Accepted
19 Oct 2020
First published
26 Oct 2020

Org. Chem. Front., 2020,7, 4043-4049

Visible-light-induced selectivity controllable synthesis of diamine or imidazoline derivatives by multicomponent decarboxylative radical coupling reactions

S. Pan, M. Jiang, G. Zhong, L. Dai, Y. Zhou, K. Wei and X. Zeng, Org. Chem. Front., 2020, 7, 4043 DOI: 10.1039/D0QO01028F

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