Organocatalytic reductive coupling of aldehydes with 1,1-diarylethylenes using an in situ generated pyridine-boryl radical

Chemical Science
Jia CaoShuhua Li

Abstract

A pyridine-boryl radical promoted reductive coupling reaction of aldehydes with 1,1-diarylethylenes has been established via a combination of computational and experimental studies. Density functional theory calculations and control experiments suggest that the ketyl radical from the addition of the pyridine-boryl radical to aldehydes is the key intermediate for this C-C bond formation reaction. This metal-free reductive coupling reaction features a broad substrate scope and good functional compatibility.

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Citations

Jul 25, 2018·Chemical Communications : Chem Comm·Andrea GualandiPier Giorgio Cozzi
Sep 27, 2018·Angewandte Chemie·Jiefeng HuZhuangzhi Shi
Aug 11, 2019·Angewandte Chemie·J Luke KoniarczykAndrew McNally
Oct 1, 2019·Chemical Communications : Chem Comm·Rui FengXinping Wang
Feb 6, 2020·Chemical Science·Florian W Friese, Armido Studer
Feb 5, 2019·Chemical Science·Jin-Jiang ZhangLi-Na Guo
Jan 13, 2021·Chemical Communications : Chem Comm·Junhyuk JoWon-Jin Chung
May 1, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Liuzhou GaoShuhua Li
May 12, 2021·Chemical Society Reviews·Áron PéterDavid J Procter
May 24, 2018·The Journal of Physical Chemistry. a·Chitranjan SahSugumar Venkataramani
Oct 29, 2020·The Journal of Organic Chemistry·Jian-Qing Qi, Lei Jiao
Oct 31, 2019·Organic Letters·Hiromu HosoyaKazushi Mashima

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Methods Mentioned

BETA
NMR

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