An Oxidant-Free and Mild Strategy for Quinazolin-4(3<i>H</i>)-One Synthesis via CuAAC/Ring Cleavage Reaction

oleh: Yueling He, Zhongtao Yang, Danyang Luo, Xiai Luo, Xiaodong Chen, Weiguang Yang

Format: Article
Diterbitkan: MDPI AG 2023-07-01

Deskripsi

An oxidant-free and highly efficient synthesis of phenolic quinazolin-4(3<i>H</i>)-ones was achieved by simply stirring a mixture of 2-aminobenzamides, sulfonyl azides, and terminal alkynes. The intermediate <i>N</i>-sulfonylketenimine underwent two nucleophilic additions and the sulfonyl group eliminated through the power of aromatization. The natural product 2-(4-hydroxybenzyl)quinazolin-4(<i>3H</i>)-one can be synthesized on a large scale under mild conditions with this method.