Issue 23, 2020

LiBr-promoted photoredox neutral Minisci hydroxyalkylations of quinolines with aldehydes

Abstract

Photoredox-neutral hydroxyalkylations of quinolines with aldehydes, induced by sustainable visible light under mild conditions, are described. Non-toxic and inexpensive LiBr is found to be the key for the success of the atom-economical Minisci method. Combined with a highly oxidative photocatalyst and visible light irradiation, the bromide additive mediates the H abstraction/acyl radical formation directly from aldehydes. The present mild photoredox neutral protocol provides an important alternative, especially for the challenging Minisci hydroalkylations, as well as a promising approach for atom-economical Minisci reactions with broader N-heterocycle spectra.

Graphical abstract: LiBr-promoted photoredox neutral Minisci hydroxyalkylations of quinolines with aldehydes

Supplementary files

Article information

Article type
Communication
Submitted
02 6 2020
Accepted
22 7 2020
First published
22 7 2020

Green Chem., 2020,22, 8233-8237

LiBr-promoted photoredox neutral Minisci hydroxyalkylations of quinolines with aldehydes

X. Ji, Q. Liu, Z. Wang, P. Wang, G. Deng and H. Huang, Green Chem., 2020, 22, 8233 DOI: 10.1039/D0GC01872D

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