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-α-芳基双环[1.1.0]丁烷-1-甲酰胺的电化学硒化反应:通向3-(芳基硒基)螺[环丁烷-1,3'-吲哚啉]-2'-酮衍生物

Electrochemical Selenized Reaction of -Arylbicyclo[1.1.0]butane-1-carboxamides: Access to 3-(Arylselanyl)spiro[cyclobutane-1,3'-indolin]-2'-one Derivatives.

作者信息

Liu Jiyao, Qian Yuliang, Zhao Haicheng, Liu Yun, Qin Zhenglong, Zhang Zifeng, Rong Liangce

机构信息

School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, Jiangsu 221116, PR China.

出版信息

J Org Chem. 2024 Nov 1;89(21):15914-15923. doi: 10.1021/acs.joc.4c02085. Epub 2024 Oct 23.

Abstract

A novel selenized reaction of -arylbicyclo [1.1.0]butane-1-carboxamides with diselenide for the synthesis of polycyclic indoline derivatives is developed under electrochemical conditions. The synthesis is achieved by the bicyclo[1.1.0]butane strain-release reaction and intramolecular cyclization process. In addition, this approach features a wide range of substrates, good group tolerance, shorter reaction time, and mild conditions.

摘要

开发了一种在电化学条件下,芳基双环[1.1.0]丁烷-1-甲酰胺与二硒化物的新型硒化反应,用于合成多环吲哚啉衍生物。该合成通过双环[1.1.0]丁烷应变释放反应和分子内环化过程实现。此外,该方法具有底物范围广、基团耐受性好、反应时间短和条件温和等特点。

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