CuBr-mediated radical cascade difluoroacetamidation of acrylamides using α,α-difluoro-α-(TMS)-acetamides

被引:30
作者
Liu, Kai
Sui, Lin-Chao
Jin, Qiao
Li, Deng-Yuan
Liu, Pei-Nian [1 ]
机构
[1] East China Univ Sci & Technol, Shanghai Key Lab Funct Mat Chem, Key Lab Adv Mat, Meilong Rd 130, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
ALPHA; BETA-UNSATURATED CARBOXYLIC-ACIDS; ARYL MIGRATION REACTIONS; ACTIVATED ALKENES; ALLYLIC ALCOHOLS; DIFLUOROMETHYLATION; FUNCTIONALIZATION; MIGRATION/DESULFONYLATION; IODIDES; AMIDES;
D O I
10.1039/c7qo00209b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Radical cascade difluoroacetamidation of N-(arylsulfonyl) acrylamides with alpha, alpha-difluoro-alpha-(TMS)-aceta-mides has been achieved for the first time. This CuBr-mediated transformation is easy to perform, generates high yields and shows a good substrate scope. This cascade reaction proceeds via difluoroacetamidation, aryl migration and desulfonylation. The products can be readily transformed into synthetically useful compounds such as difluorofunctionalized esters and alcohols in excellent yields.
引用
收藏
页码:1606 / 1610
页数:5
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