通过硼酸和邻氨基苯甲酰胺快速构建1,3,2-苯并二氮杂硼杂环戊二烯酮[R-B(aam)]

A rapid construction of 1,3,2-benzodiazaborininones [R-B(aam)] from boronic acids and anthranilamides.

作者信息

Liao Siwei, Liu Kai, Wu Huili, Kuang Qiulin, Hu Xueyuan, Li Yihao, Lu Hongxiao, Yuan Jianyong

机构信息

Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University Chongqing 400016 PR China

Department of Pharmacy, Chongqing Public Health Medical Center PR China.

出版信息

RSC Adv. 2023 Jan 18;13(4):2570-2573. doi: 10.1039/d2ra06573h. eCollection 2023 Jan 11.

DOI:10.1039/d2ra06573h

PMID:36741161

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9847347/

Abstract

A simple, efficient and mild methodology for the synthesis of 1,3,2-benzodiazaborininones [R-B(aam)] from boronic acids and anthranilamides on ethyl acetate is described. A series of 1,3,2-benzodiazaborininones were prepared in moderate to excellent yields at room temperature without dehydrating agents, metal catalysts, corrosive acids or other additives. Meanwhile, a multi-gram scale reaction is also performed to ensure the scalability of the reaction, and the product can be conveniently isolated by simple filtration.

摘要

描述了一种从硼酸和邻氨基苯甲酰胺在乙酸乙酯中合成1,3,2-苯并二氮杂硼烷酮[R-B(aam)]的简单、高效且温和的方法。在室温下，无需脱水剂、金属催化剂、腐蚀性酸或其他添加剂，以中等至优异的产率制备了一系列1,3,2-苯并二氮杂硼烷酮。同时，还进行了多克规模的反应以确保反应的可扩展性，并且产物可通过简单过滤方便地分离出来。