Photoredox-Catalyzed Deconstructive Sulfinamidation of Pro-Aromatic Carbocycles: A Sustainable Approach
Wen-Peng Yang1, Hong-Fei Liu1, Hong-Jie Miao1
1Department of Chemistry, School of Chemistry, Xi'an Key Laboratory of Sustainable Energy Material Chemistry and Engineering Research Center of Energy Storage, Materials and Devices, Ministry of Education, Xi'an Jiaotong University, Xi'an 710049, China.
Abstract:
Sulfinamides make up a class of valuable chemicals with broad applications in organic synthesis and pharmaceutical research. Herein, we report a photocatalytic method for the straightforward synthesis of functionalized alkylsulfinamides from spiro pro-aromatic carbocycles with excellent atom economy. A variety of pro-aromatic carbocycles readily undergo C-C bond cleavage/sulfinamidation with N-sulfinylamines, yielding distally and site-specifically heteroarylated alkylsulfinamides with excellent yields and remarkable functional group tolerance. Mechanism studies indicate a radical pathway for this transformation.
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