N-酰基氮鎓盐：用于Ugi型反应的亚胺离子新来源。

N-acylazinium salts: a new source of iminium ions for Ugi-type processes.

作者信息

Díaz José Luis, Miguel Miriam, Lavilla Rodolfo

机构信息

Parc Científic de Barcelona, University of Barcelona, Josep Samitier 1-5, 08028 Barcelona, Spain.

出版信息

J Org Chem. 2004 May 14;69(10):3550-3. doi: 10.1021/jo049823n.

DOI:10.1021/jo049823n

PMID:15132569

Abstract

A multicomponent reaction involving the interaction of azines (quinolines, isoquinolines, and phenanthridine) with activating agents (chloroformates, acid halides, and sulfonyl halides), isocyanides, and water is described. The products of this process, alpha-carbamoylated-1,2-dihydroazines, are the result of the addition of the isocyanide partner to the N-acylazinium salt formed in situ. This represents a new source of iminium ion equivalents for Ugi-type reactions.

摘要

描述了一种多组分反应，该反应涉及嗪类化合物（喹啉、异喹啉和菲啶）与活化剂（氯甲酸酯、酰卤和磺酰卤）、异腈和水的相互作用。该过程的产物α-氨基甲酰化-1,2-二氢嗪，是异腈组分加成到原位形成的N-酰基嗪鎓盐上的结果。这代表了用于乌吉型反应的亚胺离子等价物的一种新来源。