(Z)-(2-溴-3,3-二氟丙-1-烯-1-基)苯衍生化反应研究

Study on Derivatization Reaction of(Z)-(2-Bromo-3,3-difluoroprop-1-en-1-yl)benzene

研究了新的二氟甲基砌块化合物的衍生化反应。首先以α-溴代肉桂醛和二乙胺基三氟化硫为原料合成标题化合物砌块,接着将该砌块在DMF溶剂中,以碳酸铯作碱,并将环境温度控制在80℃下反应过夜得到(3,3-二氟丙-1-炔-1-基)苯,接着与系列含氮杂环发生反应合成4个(Z)-1-(3,3-二氟-1-苯基丙-1-烯-1-基)-1H-唑化合物,产率为28.2%~62.1%。同时合成了2个含有二氟甲基的中间体和4个拓展产物,其结构经^(1)HNMR、^(13)CNMR、^(19)FNMR、HR-MS进行了表征。

The paper studied the derivatization reactions of a new difluoromethyl building block(Z)-(2-bromo-3,3-difluoroprop-1-en-1-yl)benzene.This work first usedα-bromocinnamaldehyde and diethylaminosulfurtrifluoride as raw materials to synthesize(Z)-(2-bromo-3,3-difluoroprop-1-en-1-yl)benzene building blocks.Then the building block was transferred to(3,3-difluoroprop-1-yn-1-yl)benzene in DMF solvent,cesium carbonate as the base,and 80℃reaction temperature overnight.And then(Z)-1-(3,3-difluoro-1-phenylprop-1-en-1-yl)-1H-azole compounds were synthesized by the reaction of nitrogen-containing heterocycles in the yields of 28.2%~62.1%.Two intermediates containing difluoromethyl and four extended products were synthesized.Their structures were characterized by^(1)HNMR,^(13)CNMR,^(19)FNMR,and HR-MS.