一种通过铜催化的叠氮-炔环加成反应/环裂解反应合成喹唑啉-4(3)-酮的无氧化剂温和策略。
An Oxidant-Free and Mild Strategy for Quinazolin-4(3)-One Synthesis via CuAAC/Ring Cleavage Reaction.
作者信息
He Yueling, Yang Zhongtao, Luo Danyang, Luo Xiai, Chen Xiaodong, Yang Weiguang
机构信息
The Marine Biomedical Research Institute of Guangdong Zhanjiang, Guangdong Medical University, Zhanjiang 524023, China.
School of Environmental Science and Engineering, Donghua University, Shanghai 201620, China.
出版信息
Molecules. 2023 Jul 28;28(15):5734. doi: 10.3390/molecules28155734.
An oxidant-free and highly efficient synthesis of phenolic quinazolin-4(3)-ones was achieved by simply stirring a mixture of 2-aminobenzamides, sulfonyl azides, and terminal alkynes. The intermediate -sulfonylketenimine underwent two nucleophilic additions and the sulfonyl group eliminated through the power of aromatization. The natural product 2-(4-hydroxybenzyl)quinazolin-4()-one can be synthesized on a large scale under mild conditions with this method.
通过简单搅拌2-氨基苯甲酰胺、磺酰叠氮化物和末端炔烃的混合物，实现了无氧化剂且高效地合成酚喹唑啉-4(3)-酮。中间体-磺酰基烯酮亚胺经历了两次亲核加成，并且磺酰基通过芳构化作用被消除。采用该方法可在温和条件下大规模合成天然产物2-(4-羟基苄基)喹唑啉-4( )-酮。
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