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Photoinduced Metal- and Photosensitizer-Free Decarbonylative C–H Alkylation of Cyclic Sulfamidate Imines

Ling Fang, Jiawen Yu, Zhiyun Yu, Feifei Tong, Chun Zhang, Dandan Hu, Jun‐Qi Zhang, Hongjun Ren

2023The Journal of Organic Chemistry21 citationsDOI

Abstract

Photoinduced decarbonylative C-C bond formation with readily accessible aldehydes as alkyl sources is described. This protocol provides a sustainable alternative for the effective construction of diverse valuable 4-alkylated sulfonyl ketimines under metal- and photosensitizer-free conditions. Significantly, in this reaction, air serves as the green oxidant, and cyclic sulfamidate imines play a dual role of substrate and photocatalyst, thus affording a concise reaction system for C-H alkylation of cyclic sulfamidate imines.

Topics & Concepts

PhotosensitizerAlkylationChemistryMetalPhotochemistryRutheniumPhotocatalysisCatalysisOrganic chemistrySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Photoinduced Metal- and Photosensitizer-Free Decarbonylative C–H Alkylation of Cyclic Sulfamidate Imines | Litcius