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

被引：54
作者：
Cao, Jia [1 ,3 ]
Wang, Guoqiang [1 ]
Gao, Liuzhou [1 ]
Cheng, Xu [2 ]
Li, Shuhua [1 ]
机构：
[1] Nanjing Univ, Sch Chem & Chem Engn, Inst Theoret & Computat Chem, Key Lab Mesoscop Chem,Minist Educ, Nanjing 210093, Jiangsu, Peoples R China
[2] Nanjing Univ, Sch Chem & Chem Engn, Inst Chem & Biomed Sci, Jiangsu Key Lab Adv Organ Mat, Nanjing 210093, Jiangsu, Peoples R China
[3] Yanan Univ, Sch Chem & Chem Engn, Yanan 716000, Peoples R China
来源：
CHEMICAL SCIENCE | 2018年 / 9卷 / 15期
基金：
中国博士后科学基金; 中国国家自然科学基金;
关键词：
HETEROCYCLIC CARBENE BORANES; ENANTIOENRICHED HOMOPROPARGYLIC ALCOHOLS; POLARITY-REVERSAL CATALYSIS; C-C BOND; PHOSPHINE-BORANES; VISIBLE-LIGHT; CARBONYL PROPARGYLATION; TRANSFER HYDROGENATION; ORGANIC-SYNTHESIS; STABLE RADICALS;
D O I：
10.1039/c7sc05225a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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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页码：3664 / 3671
页数：8
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