Electrochemical-Induced C–N Bond Formation: A New Method to Synthesis (Z)-Quinazolinone Oximes Using Primary Amines and Quinazolin-4(3H)-one

By: Zhi-Min Zong, Lizhu Zhang, Gan-Peng Li, Wei Wang, Xiao-Jing Zhao, Yonghui He

DOI: https://doi.org/10.1021/acs.orglett.4c00107

Published：2024-02-07

Abstract

A novel and highly selective electrochemical method for the synthesis of diverse quinazolinone oximes via direct electrooxidation of primary amines/C(sp²)–H functionalization of oximes has been developed. The reaction is conducted in an undivided cell under constant current conditions and is oxidant-free, open-air, and eco-friendly. Notably, the protocol shows good functional group tolerance, providing versatile quinazolinone oximes in good yields. Moreover, the mechanism is investigated through control experiments and cyclic voltammogram (CV) experiments