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钯催化的烯烃连接的碘苯与硝基化合物的分子内Heck/氨甲酰化反应:氨基甲酰基取代苯并杂环的合成

Palladium-Catalyzed Intramolecular Heck/Aminocarbonylation of Alkene-Tethered Iodobenzenes with Nitro Compounds: Synthesis of Carbamoyl-Substituted Benzoheterocycles.

作者信息

Kang Yun, Lu Jin-Liang, Zhang Zhi, Liang Ying-Kang, Ma Ai-Jun, Peng Jin-Bao

机构信息

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, People's Republic of China.

出版信息

J Org Chem. 2023 Apr 21;88(8):5097-5107. doi: 10.1021/acs.joc.2c01253. Epub 2022 Jul 25.

DOI:10.1021/acs.joc.2c01253
PMID:35877191
Abstract

A palladium-catalyzed intramolecular Heck/aminocarbonylation of alkene-tethered iodobenzenes with nitro compounds has been developed for the synthesis of carbamoyl-substituted benzoheterocycles. Using Mo(CO) as a solid CO source, no external reductant or additives were needed in this procedure. Both nitroarenes and nitroalkanes were well tolerated. A range of carbamoyl-substituted dihydrobenzofurans and indolines were prepared in moderate to high yields.

摘要

已开发出一种钯催化的、将烯烃连接的碘苯与硝基化合物进行分子内Heck/氨甲酰化反应的方法,用于合成氨甲酰基取代的苯并杂环化合物。使用Mo(CO)作为固体CO源,该过程无需外部还原剂或添加剂。硝基芳烃和硝基烷烃都具有良好的耐受性。一系列氨甲酰基取代的二氢苯并呋喃和吲哚啉以中等至高收率制备出来。

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引用本文的文献

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Novel transition metal-free synthetic protocols toward the construction of 2,3-dihydrobenzofurans: a recent update.构建2,3-二氢苯并呋喃的新型无过渡金属合成方法:近期进展
Front Chem. 2024 Dec 13;12:1470861. doi: 10.3389/fchem.2024.1470861. eCollection 2024.
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Development of novel transition metal-catalyzed synthetic approaches for the synthesis of a dihydrobenzofuran nucleus: a review.用于合成二氢苯并呋喃核的新型过渡金属催化合成方法的进展:综述
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