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铑(III)催化水杨醛与掩蔽烯炔的氧化C-H活化/环化反应合成色酮

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

作者信息

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

机构信息

State Key Laboratory of Natural Medicines (SKLNM) and Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China.

Department of Organic Chemistry, School of Science, China Pharmaceutical University, Nanjing 210009, P. R. China.

出版信息

J Org Chem. 2023 Jan 6;88(1):548-558. doi: 10.1021/acs.joc.2c02557. Epub 2022 Dec 20.

Abstract

A rhodium(III)-catalyzed oxidative C-H activation/annulation of salicylaldehydes with propargylic acetates has been developed for the regioselective synthesis of 3-vinyl chromones in good yields with broad functional group tolerance. 3-Vinyl chromones were converted into biologically active benzo[]xanthone by I-mediated oxidative electrocyclization.

摘要

已开发出一种铑(III)催化的水杨醛与炔丙基乙酸酯的氧化C-H活化/环化反应,用于区域选择性合成3-乙烯基色酮,产率良好,官能团耐受性广。通过碘介导的氧化电环化反应,3-乙烯基色酮可转化为具有生物活性的苯并[]呫吨酮。

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