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LiBr-promoted photoredox neutral Minisci hydroxyalkylations of quinolines with aldehydes

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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… Click to show full 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.

Keywords: libr promoted; photoredox neutral; hydroxyalkylations quinolines; quinolines aldehydes; minisci; promoted photoredox

Journal Title: Green Chemistry
Year Published: 2020

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