共轭亚胺和亚胺鎓盐作为亲核试剂的通用受体。

Conjugated imines and iminium salts as versatile acceptors of nucleophiles.

作者信息

Shimizu Makoto, Hachiya Iwao, Mizota Isao

机构信息

Department of Chemistry for Materials, Graduate School of Engineering, Mie University, Tsu, Mie 514-8507, Japan.

出版信息

Chem Commun (Camb). 2009 Feb 28(8):874-89. doi: 10.1039/b814930e. Epub 2009 Jan 7.

DOI:10.1039/b814930e

PMID:19214305

Abstract

Growing interests in nitrogen-containing molecules involving bioactive and functional materials have stimulated the recent development of synthetic methodologies where nucleophilic addition reactions to imino carbons are utilized in crucial steps. This article summarizes double nucleophilic addition reactions with alpha,beta-unsaturated aldimines, addition reactions using alkynyl imines, "umpoled" reactions of alpha-imino esters, and the use of iminium salts as reactive electrophiles.

摘要

对涉及生物活性和功能材料的含氮分子的兴趣与日俱增，这推动了合成方法学的最新发展，其中在关键步骤中利用了对亚氨基碳的亲核加成反应。本文总结了与α,β-不饱和醛亚胺的双亲核加成反应、使用炔基亚胺的加成反应、α-亚氨基酯的“极性翻转”反应以及将亚胺鎓盐用作活性亲电试剂的情况。