Reactions of benzotriazoles with diethyl ethoxymethylenemalonate; ethylation and michael addition. Comparison with other esters and<i>N</i>-heterocycles
作者:Paolo Sanna、Antonio Carta、Giuseppe Paglietti、Alessia Bacchi、Giancarlo Pelizzi
DOI:10.1002/jhet.5570340117
日期:1997.1
Benzotriazole and its 5-methyl-and 5-nitro derivatives react with diethyl ethoxymethylenemalonate by ethylation at each of the ring N-atoms and through Michael addition, to give the isomeric esters ethyl (E/Z) 3-[5(6)-R-benzotriazol-1-yl]propenoates. Benzotriazole and its 5-nitro derivative react similarly with ethyl acetoacetate but N-ethyl derivatives are obtained in lower yields. Other 1,2,3-triazoles
苯并三唑及其5-甲基和5-硝基衍生物与乙氧基亚甲基丙二酸二乙酯通过在每个环N原子上进行乙基化反应并通过迈克尔加成反应,生成乙基(E / Z)3- [5(6)- R-苯并三唑-1-基]丙烯酸酯。苯并三唑及其5-硝基衍生物与乙酰乙酸乙酯类似地反应,但是以较低的产率获得N-乙基衍生物。其他1,2,3-三唑衍生物和吲哚在该反应中无效,而苯并咪唑产生了相似的结果,但伴随有少量苯并咪唑啉加成产物,其结构已通过晶体学分析确定。