电化学催化芳基甲酸脱羧合成多取代三氮唑化合物

Electrochemical Oxidative Decarbonylation of Aromatic Formic Acid for Synthesis of 1,3,5-Trisubstituted 1H-1,2,4-Triazoles

三氮唑类化合物具有抗炎、抗肿瘤等多种重要的生理活性,合成该类化合物一直是研究热点。本文以四丁基碘化铵为媒介,在电化学条件下实现了芳基甲酸脱羧活化,并与1,3-二取代-1,2,4-三氮唑类化合物发生脱氢交叉偶联反应,以45%~65%的产率得到了1,3,5-三取代-1,2,4-三氮唑类化合物。采用核磁共振和质谱等手段对产物结构进行表征,并提出了可能的反应机理。

Triazoles have many important physiological activities such as anti-inflammatory and anti-tumor. Thus, synthesis of these compounds has been a research hotspot. Triazoles have many important physiological activities such as anti-inflammatory and anti-tumor. Thus, synthesis of these com-pounds has been a research hotspot. The electrocatalytic decarbonylation of benzoic acid to con-struct 1,3,5-trisubstituted-1,2,4-triazoles with 1,3-bisubstituted-1,2,4-triazoles was realized in 45%~65% yield at room temperature and without oxidant. The products were confirmed by 1H NMR, 13C NMR, MS and HRMS. The reaction mechanism is proposed.