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

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

2024Organic Letters23 citationsDOI

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.

Topics & Concepts

ChemistryRegioselectivityReagentSulfonamideCombinatorial chemistryArylContext (archaeology)Substrate (aquarium)CarbamateAtom economyMoleculeOrganic chemistryCatalysisPaleontologyBiologyGeologyAlkylOceanographySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
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