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Substrate-Controlled Palladium(II)-Catalyzed Regiodivergent Oxypalladation/C–H Annulation of Alkynylaryl Carboxylates with o -Bromobenzoic Acids

作者:Zhiwei Li, Sen Lei, Jingru Xia, Yanling Zhang, Bing Liu, Yun Liang, Yuan Yang · 发表于:Organic Letters · 年份:2025 · DOI:10.1021/acs.orglett.5c02161 · 被引用次数:7 · 研究领域:Catalytic C–H Functionalization Methods、Catalytic Cross-Coupling Reactions、Synthesis and Catalytic Reactions

Herein, a palladium-catalyzed regiodivergent oxypalladation/C–H annulation for the synthesis of polyarene-fused isocoumarins using different alkynylaryl carboxylate substrates as a controlled switch is reported. When o -alkynylbenzoates are employed to react with o -bromobenzoic acids, tribenzo[ c, f, h ]chromen-6-ones are synthesized by sequential 6- endo cyclization, C–H activation, and decarboxylative cyclization. Using 8-(alkynyl)-1-naphthoates as the substrates enables the construction of benzo[ g ]naphthochromen-4-ones via a 6- exo cyclization/C–H activation process.