DMAP-Catalyzed One-Pot Synthesis of Quinazoline-2,4-diones from 2-Aminobenzamides and Di- tert -butyl Dicarbonate

作者：Hui Chen, Peng Li, Rongfei Qin, Hong Yan, Gang Li, Haihong Huang · 发表于：ACS Omega · 年份：2020 · DOI：10.1021/acsomega.0c01104 · 被引用次数：23 · 研究领域：Quinazolinone synthesis and applications、N-Heterocyclic Carbenes in Organic and Inorganic Chemistry、Multicomponent Synthesis of Heterocycles

High Resolution Image Download MS PowerPoint Slide The one-pot synthesis of quinazoline-2,4-diones was developed in the presence of 4-dimethylaminopyridine (DMAP) by metal-free catalysis. The commercially available (Boc) 2 O acted as a key precursor in the construction of the 2-position carbonyl of quinazolinediones. The p -methoxybenzyl (PMB)-activated heterocyclization could smoothly proceed at room temperature instead of the microwave condition. This strategy is compatible with a variety of substrates with different functional groups. Furthermore, this protocol was utilized to smoothly prepare Zenarestat with a total yield of 70%.