Electrochemical N-acylation and N-α-ketoacylation of sulfoximines via the selective decarboxylation and dehydration of α-ketoacids

Authors：Kang, Chen; Li, Mingzhe; Huang, Wenxiu; Wang, Shoucai; Peng, Mengyu; Zhao, Longqiang; Jiang, Guangbin^*; Ji, Fanghua^*

Source：Green Chemistry, 2023, 25(21): 8838-8844.

DOI：10.1039/d3gc02674d

• EFFICIENT SYNTHESIS
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Sulfoximines are commonly found in pharmaceuticals, agrochemicals and other biologically active compounds. However, limited reports exist for their selective functionalization via green and efficient protocols. Herein, we describe an electrochemical N-acylation and N-alpha-ketoacylation of sulfoximines via the selective decarboxylation and dehydration of alpha-ketoacids. These two reactions use electricity as a "traceless" oxidant and alpha-ketoacid as a selective "acyl" or "alpha-ketoacyl" source. A broad range of acylated- and alpha-ketoacylated sulfoximines were isolated in good to excellent yields (up to 88% and 96% yields). Moreover, these protocols have also been applied to late-stage derivatizations of fenofibrate and can be safely conducted on a gram scale.

• Institution
  桂林理工大学