化学
重氮
环加成
部分
芳构化
芳基
甲酰胺
基础(拓扑)
1,3-偶极环加成
药物化学
组合化学
有机化学
催化作用
数学
数学分析
烷基
作者
Nataliya S. Goulioukina,Nikolai Makukhin,Egor Dmitrievich Shinkarev,Yuri K. Grishin,Vitaly A. Roznyatovsky,I. P. Beletskaya
摘要
5-Aryl-substituted pyrazol-3-ylphosphonates have been conveniently synthesized by 1,3-dipolar cycloaddition of 1-formamidovinylphosphonates and aryldiazomethanes under K2CO3/MeOH conditions at room temperature. These pyrazoles are formed in one pot via spontaneous elimination of formamide. Basic conditions prevent competitive formation of cyclopropylphosphonates. 3-Aryl substituted pyrazol-5-carboxylates can be synthesized by the same methodology from 1-arylvinylphosphonates and ethyl diazoacetate, although a stronger base NaH is necessary to ensure the success of the aromatization stage with the elimination of the diethoxylphosphoryl moiety.
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