Catalyst-Free [2,3]-Sigmatropic Rearrangement Reactions of Photochemically Generated Ammonium Ylides

被引:13
|
作者
Li, Fang [1 ]
He, Feifei [1 ]
Koenigs, Rene M. [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
来源
SYNTHESIS-STUTTGART | 2019年 / 51卷 / 23期
关键词
photochemistry; diazoalkanes; carbenes; amines; ylides; rearrangement; RING-EXPANSION; SIGMATROPIC REARRANGEMENT; CARBENE INSERTION; DIAZO-COMPOUNDS; ALLYL; EFFICIENT; BOND; TRANSFORMATIONS; DIAZOMETHANE; SUBSEQUENT;
D O I
10.1055/s-0037-1610732
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rearrangement reaction of ammonium ylides furnishes valuable alpha,alpha-disubstituted amino esters. In this work, we describe the visible-light photolysis reaction of aryldiazoacetates in the presence of tertiary amines that react via a free ammonium ylide in a sigmatropic rearrangement reaction to provide amino esters in moderate to very good yields (33 examples, up to 97% yield).
引用
收藏
页码:4348 / 4358
页数:11
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