Fu Leiqing, Xu Wenqiang, Pu Maoping, Wu Yun-Dong, Liu Yunyun, Wan Jie-Ping
College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi 330022, China.
Lab of Computational Chemistry and Drug Design, State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen, Guangdong 518055, China.
Org Lett. 2022 Apr 29;24(16):3003-3008. doi: 10.1021/acs.orglett.2c00912. Epub 2022 Apr 20.
The Rh-catalyzed reactions of -pyridinyl enaminones with internal alkynes leading to the synthesis of iminopyranes via a key C-H bond activation and subsequent tautomeric O-H bond cleavage are reported. Moreover, the pyridine ring in the amino group acts as an auxiliary monodentate site for this annulation and can be easily removed by a simple hydrolysis to afford pyranones.
据报道,通过关键的C-H键活化和随后的互变异构O-H键裂解,铑催化的吡啶基烯胺酮与内炔反应可合成亚氨基吡喃。此外,氨基中的吡啶环作为该环化反应的辅助单齿位点,可通过简单水解轻松去除,从而得到吡喃酮。