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Rh(III)-Catalyzed Oxidative C-H Activation/Annulation of Salicylaldehydes with Masked Enynes for the Synthesis of Chromones

Bo Li, Jianping Zhu, Xia Zheng, Wenqing Ti, Yue Huang* and Hequan Yao*

*China Pharmaceutical University, Nanjing 210009, P. R. China, Email: yhuangcpu.edu.cn, hyaocpu.edu.cn

B. Li, J. Zhu, X. Zheng, W. Ti, Y. Huang, H. Yao, J. Org. Chem., 2023, 88, 548-558.

DOI: 10.1021/acs.joc.2c02557


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Abstract

A regioselective rhodium(III)-catalyzed oxidative C-H activation/annulation of salicylaldehydes with propargylic acetates provides 3-vinyl chromones in good yields with broad functional group tolerance. 3-Vinyl chromones were converted into biologically active benzo[c]xanthones by I2-mediated oxidative electrocyclization.


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Key Words

chromones. BQ


ID: J42-Y2023