Regioselective microwave-assisted synthesis of substituted pyrazoles from ethynyl ketones

被引：56
|
作者：
Bagley, Mark C.
Lubinu, M. Caterina
Mason, Christopher
机构：
[1] Univ Cardiff Wales, Sch Chem, Cardiff CF10 3AT, Wales
[2] CEM Microwave Technol Ltd, Buckingham MK18 1WA, England
来源：
SYNLETT | 2007年 / 05期
基金：
英国工程与自然科学研究理事会;
关键词：
ethynyl ketones; pyrazoles; heterocycles; microwave synthesis; concurrent heating and cooling;
D O I：
10.1055/s-2007-970783
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reaction of alpha,beta-ethynyl ketones and hydrazine derivatives gives 1,3- and 1, 5 -disubstituted pyrazoles in good yield. Microwave irradiation in concentrated hydrochloric acid-methanol (1.5% v/v), with concurrent cooling at sub-ambient temperatures or at 120 degrees C, for 30 or 2 minutes, respectively, facilitates rapid heterocyclization and preferentially gives the 1,3 -disubstituted regioisomer.
引用
收藏
页码：704 / 708
页数：5
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