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钯催化的芳族羧酸与末端烯烃的脱羰Heck偶联反应

Palladium-Catalyzed Decarbonylative Heck Coupling of Aromatic Carboxylic Acids with Terminal Alkenes.

作者信息

Yu Wenqing, Liu Long, Huang Tianzeng, Zhou Xiangbing, Chen Tieqiao

机构信息

Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources, Hainan Provincial Key Lab of Fine Chem, Hainan Provincial Fine Chemical Engineering Research Center, Hainan University, Haikou 570228, China.

出版信息

Org Lett. 2020 Sep 18;22(18):7123-7128. doi: 10.1021/acs.orglett.0c02462. Epub 2020 Aug 28.

DOI:10.1021/acs.orglett.0c02462
PMID:32857518
Abstract

A palladium-catalyzed decarbonylative alkenylation of aromatic carboxylic acids was developed. Under the reaction conditions, various benzoic acids including those bearing functional groups coupled to terminal alkenes, producing the corresponding internal alkenes in good to high yields. Cinnamic acids and bioactive benzoic acids such as 3-methylflavone-8-carboxylic acid, probenecid, adapalin, and febuxostat were also applicable to this reaction, demonstrating the potential synthetic value of this new reaction in organic synthesis.

摘要

开发了一种钯催化的芳香族羧酸脱羰烯基化反应。在该反应条件下,各种苯甲酸,包括那些带有与末端烯烃相连的官能团的苯甲酸,能以良好到高的产率生成相应的内烯烃。肉桂酸和生物活性苯甲酸,如3 - 甲基黄酮 - 8 - 羧酸、丙磺舒、阿达帕林和非布索坦,也适用于该反应,证明了这种新反应在有机合成中的潜在合成价值。

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