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

被引:12
作者
Kang, Chen [1 ]
Li, Mingzhe [1 ]
Huang, Wenxiu [1 ]
Wang, Shoucai [1 ]
Peng, Mengyu [1 ]
Zhao, Longqiang [1 ]
Jiang, Guangbin [1 ]
Ji, Fanghua [1 ]
机构
[1] Guilin Univ Technol, 12 Jiangan Rd, Guilin 541004, Peoples R China
关键词
EFFICIENT SYNTHESIS; DISCOVERY; INHIBITORS; CATALYST; ACIDS;
D O I
10.1039/d3gc02674d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:8838 / 8844
页数:7
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