Gao Yanfeng, Zhang Xuange, Zhang Xiyuan, Miao Zhiwei
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, China.
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300071, China.
Org Lett. 2021 Apr 2;23(7):2415-2420. doi: 10.1021/acs.orglett.1c00073. Epub 2021 Mar 12.
We have developed a protocol for palladium-catalyzed decarboxylative [4 + 3] cycloaddition reactions between 4-vinyl benzoxazinanones and azomethine imines to generate moderate to good yields of structurally diverse 1,2,4-benzotriazepines bearing two stereogenic centers with good to excellent stereoselectivities. This protocol not only addresses the challenge of asymmetrically constructing compounds with a 1,2,4-benzotriazepine skeleton but also demonstrates the utility of decarboxylative cycloadditions for the synthesis of enantioenriched polycyclic compounds.
我们已经开发出一种协议，用于钯催化4-乙烯基苯并恶嗪酮与甲亚胺亚胺之间的脱羧[4 + 3]环加成反应，以中等至良好的产率生成结构多样的1,2,4-苯并三氮杂卓，其带有两个立体中心，具有良好至优异的立体选择性。该协议不仅解决了不对称构建具有1,2,4-苯并三氮杂卓骨架的化合物的挑战，还展示了脱羧环加成反应在合成对映体富集的多环化合物中的实用性。
