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铜(I)/钯(II)催化的α-炔基-α-芳基苯甲酰胺的分子内氢酰胺化反应及C-H脱氢偶联反应合成异吲哚并[2,1-a]吲哚-6-酮

Cu(I)/Pd(II)-Catalyzed Intramolecular Hydroamidation and C-H Dehydrogenative Coupling of -Alkynyl--arylbenzamides for Access to Isoindolo[2,1-]Indol-6-Ones.

作者信息

Tang Baoxin, Hua Ruimao

机构信息

Department of Chemistry, Tsinghua University, Key Laboratory of Organic Optoelectronics & Molecular Engineering of Ministry of Education, Beijing 100084, China.

College of Chemistry, Xinjiang University, Urumqi 830017, China.

出版信息

Molecules. 2022 May 25;27(11):3393. doi: 10.3390/molecules27113393.

Abstract

An efficient, atom-economic and one-pot synthesis of isoindolo[2,1-]indol-6-ones via CuI/Pd(OAc)-catalyzed intramolecular hydroamidation of alkynyl group, and C-H dehydrogenative coupling of -alkynyl--arylbenzamides has been developed. This transformation occurs with the use of oxygen as the oxidant, and water is the only by-product. The reaction shows a high tolerance to a variety of functional groups, and affords isoindolo[2,1-]indol-6-ones in good to high yields.

摘要

通过CuI/Pd(OAc)催化的炔基分子内氢酰胺化反应以及α-炔基-α-芳基苯甲酰胺的C-H脱氢偶联反应,已经开发出一种高效、原子经济且一锅法合成异吲哚并[2,1-b]吲哚-6-酮的方法。该转化反应以氧气作为氧化剂进行,水是唯一的副产物。该反应对多种官能团具有较高的耐受性,并能以良好至高收率得到异吲哚并[2,1-b]吲哚-6-酮。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0699/9181885/926f0e83cae1/molecules-27-03393-g001.jpg

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