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无光催化剂的可见光诱导脱羰/Truce-Smiles重排串联反应合成2-氨基二苯甲酮

Photocatalyst-Free Visible-Light-Induced Decarbonylation/Truce-Smiles Rearrangement Cascade to Access 2-Aminobenzophenones.

作者信息

Liu Han-Chi, Dong Chun-Lin, Guan Zhi, Huang Chu-Sheng, He Yan-Hong

机构信息

Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.

Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, College of Chemistry and Materials, Nanning Normal University, Nanning 530001, China.

出版信息

Org Lett. 2025 Sep 19;27(37):10520-10525. doi: 10.1021/acs.orglett.5c03395. Epub 2025 Sep 4.

DOI:10.1021/acs.orglett.5c03395
PMID:40906912
Abstract

A visible-light-induced decarbonylation/Truce-Smiles rearrangement cascade has been developed for the direct synthesis of 2-aminobenzophenones. This protocol employs readily available isatins and sulfonyl chlorides as starting materials, enabling the construction of diverse 2-aminobenzophenone derivatives under mild conditions without the need for transition metal catalysts or photocatalysts. The reaction exhibits a broad substrate scope, excellent functional group tolerance, and high efficiency. A total of 32 derivatives were synthesized with yields that reached 99%. The practicality of this approach was further demonstrated through a gram-scale reaction, highlighting its potential for synthetic applications.

摘要

已开发出一种可见光诱导的脱羰/特鲁茨-施密尔斯重排串联反应,用于直接合成2-氨基二苯甲酮。该方法使用易于获得的异吲哚酮和磺酰氯作为起始原料,能够在温和条件下构建多种2-氨基二苯甲酮衍生物,无需过渡金属催化剂或光催化剂。该反应具有广泛的底物范围、出色的官能团耐受性和高效性。共合成了32种衍生物,产率达到99%。通过克级反应进一步证明了该方法的实用性,突出了其在合成应用中的潜力。

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