Synthesis of new pyrazolenines and cyclopropenyl alcohols directly from propargyl alcohols

被引：0
|
作者：
Hamdi, N
Dixneuf, PH
Arfaoui, Y
Haloui, E
机构：
[1] Univ Rennes, CNRS, UMR 6509, Inst Chim Rennes, F-35042 Rennes, France
[2] Fac Sci Tunis, Dept Chim, Chim Phys Lab, Tunis 1060, Tunisia
来源：
JOURNAL OF CHEMICAL RESEARCH-S | 2005年 / 05期
关键词：
diazoalkane; cycloaddition; photolysis; pyrazolenines; cyclopropenylalcohols;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The 1,3-dipolar cycloaddition of 2-diazopropane 1 to propargylic alcohols is regioselective and leads to 3H-pyrazoles 3 in good yield. The surprising formation of the tetrasubstitued pyrazolenine 4c from HC&3bond; CCH2OH and 1 can be explained via the 1,3-dipolar cycloadduct intermediate followed by a second cycloaddition of 1 to the C=C double bond and loss of dinitrogen. The photolysis of the antibacterial pyrazolenines 3 and 4 selectively gives alpha and beta climethylcyclopropenyl alcohols 5 and 6.
引用
收藏
页码：289 / 292
页数：4
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