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烯烃的光敏1,2-双官能化反应合成β-氨基磺酰胺

Photosensitized 1,2-Difunctionalization of Alkenes to Access β-Amino Sulfonamides.

作者信息

Xiao Ze-Long, Xie Zhen-Zhen, Yuan Chu-Ping, Deng Ke-Yi, Chen Kai, Chen Hong-Bin, Xiang Hao-Yue, Yang Hua

机构信息

College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.

Xiangjiang Laboratory, Changsha 410205, China.

出版信息

Org Lett. 2024 Mar 15;26(10):2108-2113. doi: 10.1021/acs.orglett.4c00432. Epub 2024 Mar 5.

Abstract

A metal-free photosensitized 1,2-imino-sulfamoylation of olefins by employing a tailor-made sulfamoyl carbamate as the difunctionalization reagent has been established. This protocol exhibits versatility across a broad substrate scope, including aryl and aliphatic alkenes, leading to the synthesis of diverse β-imino sulfonamides in moderate to good yields. This method is characterized by its metal-free reaction system, mild reaction conditions, excellent regioselectivity, and high atom economy, serving as a promising platform for the preparation of β-amino sulfonamide-containing molecules, particularly in the context of drug discovery.

摘要

通过使用定制的氨磺酰基氨基甲酸酯作为双官能化试剂,建立了一种无金属光催化烯烃的1,2-亚氨基-氨磺酰化反应。该方案在广泛的底物范围内具有通用性,包括芳基和脂肪族烯烃,能够以中等至良好的产率合成各种β-亚氨基磺酰胺。该方法的特点是无金属反应体系、温和的反应条件、优异的区域选择性和高原子经济性,是制备含β-氨基磺酰胺分子的有前景的平台,特别是在药物发现领域。

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