New efficient synthesis of 1,2,4-trisubstituted imidazoles and imidazo[1,2-c] quinazolines by a tandem aza-Wittig/electrocyclic ring-closure process

被引：16

作者：

Nie, Yi-Bo ^{[1
]}

Duan, Zhuan ^{[1
]}

Ding, Ming-Wu ^{[1
]}

机构：

[1] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China

来源：

TETRAHEDRON | 2012年 / 68卷 / 04期

基金：

中国国家自然科学基金;

关键词：

ALPHA-AZIDOVINYL KETONES; TETRASUBSTITUTED IMIDAZOLES; CONJUGATED CARBODIIMIDES; WITTIG REACTION; DERIVATIVES; CYCLIZATION; ALKALOIDS; 2-AMINOIMIDAZOLES; ENTRY;

D O I：

10.1016/j.tet.2011.12.005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 1,2,4-trisubstituted imidazoles 5 were synthesized efficiently by a tandem aza-Wittig/1,5-electrocyclic ring-closure reaction of vinyliminophosphoranes 3 with aldehydes. Reactions of 5s,t with triphenylphosphine produced iminophosphoranes 7. A tandem aza-Wittig reaction of iminophosphorane 7 with isocyanate generated imidazo[1,2-c]quinazolines 9 in high yields. (C) 2011 Elsevier Ltd. All rights reserved.

引用

收藏

页码：965 / 971

页数：7

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