An efficient synthesis of 2-diazo-2-(trimethylsilyl)ethanols and their application to pyrazole synthesis

被引:45
作者
Hari, Yoshiyuki [1 ]
Tsuchida, Susumu [1 ]
Sone, Ryosuke [1 ]
Aoyama, Toyohiko [1 ]
机构
[1] Nagoya City Univ, Grad Sch Pharmaceut Sci, Nagoya, Aichi 4678603, Japan
来源
SYNTHESIS-STUTTGART | 2007年 / 21期
关键词
diazoalcohol; 2-diazo-2-(trimethylsilyl)ethanols; diazo(trimethylsilyl)methylmagnesium bromide; pyrazoles; trimethylsilyldiazomethane;
D O I
10.1055/s-2007-990817
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of diazo(trimethylsilyl)methylmagnesium bromide with aldehydes or ketones gave 2-diazo-2-(trimethylsilyl)ethanols, which were applied to the synthesis of di- and trisubstituted pyrazoles via [3+2] cycloaddition reaction with ethyl propiolate or dimethyl acetylenedicarboxylate.
引用
收藏
页码:3371 / 3375
页数:5
相关论文
共 22 条
[21]  
Shioiri T., 1993, ADV USE SYNTHONS ORG, V1, P51
[22]  
SHIOIRI T, 2002, SCI SYNTHESIS, V4, P569