Tetrazoles. XXV. Preparation and chemical properties of N-benzoyltetrazoles.

Abstract

Acylation of phenyltetrazole I (R = H) with R1C6H4COCl (R1 = H, o-halo, p-Me, p-O2N) under phase-transfer catalysis conditions afforded a mixt. of I (R = COC6H4R1) and II in yields inversely proportional to the reactivity of the acid chloride. Thermolysis of the I (R = COC6H4R1)-II mixt. afforded oxadiazoles III in >91% yields. I (R = COC6H4R1) and II were effective acylating reagents for aliph. and arom. alcs., arom. amines, benzimidazole, and benzotriazole. [on SciFinder(R)]