Acetyl cyanide as a cyanide source in a tandem catalyst-free modified Groebke-Blackburn-Bienayme [4+1]-cycloaddition-Strecker cascade

被引：23

作者：

Martinez-Ariza, Guillermo ^{[1
]}

Nunez-Rios, Jose ^{[2
]}

Lee, Yeon-Sun ^{[1
]}

Hulme, Christopher ^{[1
,3
]}

机构：

[1] Univ Arizona, Coll Pharm, Dept Pharmacol & Toxicol, Tucson, AZ 85721 USA

[2] Univ Guanajuato, Dept Quim, Div Ciencias Nat & Exactas, Guanajuato 36050, Gto, Mexico

[3] Univ Arizona, Dept Chem & Biochem, Tucson, AZ 85721 USA

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 08期

关键词：

Multicomponent reaction; Strecker; Groebke-Blackburn-Bienayme; Imidazopyridine; Bicyclic heterocycles; MULTICOMPONENT REACTIONS; ONE-POT; PYRAZINES; CHEMISTRY;

D O I：

10.1016/j.tetlet.2014.12.127

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise one-pot 3-step cascade reaction to biologically significant imidazo[1,2-alpha]heterocycles is described. The methodology utilizes acetyl cyanide as a non-classical isocyanide replacement for TMSCN in a microwave-assisted [4+1] cycloaddition (the Groebke-Bienayme-Blackburn reaction) followed by a Strecker reaction under catalysis free conditions. The methodology proceeds with operational simplicity, short reaction times, and high bond forming efficiency. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：1038 / 1040

页数：3