Chen Xiaoyu, He Pengyu, Xia Siqi, Cui Lixin, Zhong Guofu, Yang Limin
College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 311121, China.
Department of Chemistry, Eastern Institute for Advanced Study, Ningbo, 315200, China.
Chem Rec. 2023 Jul;23(7):e202200279. doi: 10.1002/tcr.202200279. Epub 2023 Mar 14.
Over the recent decades, due to the special electronic characteristics and diverse reactivities, N-heterocyclic carbene (NHC) has received significant interest in organocatalyzed reactions. The formation of Breslow intermediates by NHC can convert into acyl anion equivalent, enolates, homoenolate, acyl azolium, and vinyl enolate etc., and the cycloaddition reactions of these species has attracted lots of attention. In this review, we focus on the summry of the development of NHC-activation of carbonyl carbon (or imine carbon) in situ, α-, β-, γ-, and beyond, and the cycloaddition reaction of these species.
在最近几十年里,由于特殊的电子特性和多样的反应活性,N-杂环卡宾(NHC)在有机催化反应中受到了广泛关注。NHC形成的布雷斯洛中间体可转化为酰基阴离子等价物、烯醇盐、高烯醇盐、酰基唑鎓和乙烯基烯醇盐等,这些物种的环加成反应引起了很多关注。在本综述中,我们重点总结了原位NHC对羰基碳(或亚胺碳)的α、β、γ及更高级别的活化发展情况,以及这些物种的环加成反应。