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Photosensitized Vicinal Sulfonylamination of Alkenes with Oxime Ester and DABCO·(SO<sub>2</sub>)<sub>2</sub>

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

2023Organic Letters45 citationsDOI

Abstract

A metal-free photosensitized three-component reaction of oxime esters, alkenes, and DABCO·(SO 2 ) 2 was developed. This protocol could accommodate a wide substrate scope, including activated and unactivated alkenes and aryl and aliphatic carboxylic acid oxime esters, delivering a broad range of β-amino sulfones in moderate to high yields. The insertion of SO 2 as a linker moiety allows the manipulation of the functionality in the reaction process, expanding the utility of oxime esters as bifunctional reagents.

Topics & Concepts

ChemistryOximeDABCOMoietyBifunctionalVicinalReagentLinkerArylCombinatorial chemistryOrganic chemistryOctaneAlkylCatalysisComputer scienceOperating systemSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsChemical Synthesis and Reactions
Photosensitized Vicinal Sulfonylamination of Alkenes with Oxime Ester and DABCO·(SO<sub>2</sub>)<sub>2</sub> | Litcius