Tandem trifluoromethylthiolation and cyclization of N-aryl-3-butenamides with AgSCF3: divergent access to CF3S-substituted 3, 4-dihydroquinolin-2-ones and azaspiro[4, 5]dienones. Issue 11 (29th April 2022)

• Record Type: Journal Article
• Authors: Wang, Liang; Xie, Lin; Fang, Zeguo; Zhang, Qian; Li, Dong
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 11(2022)
• Page Start: 3061
• Page End: 3067
• Publication Date: 2022-04-29
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo00207h
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A AgSCF3 -mediated tandem trifluoromethylthiolation and cyclization of N -aryl-3-butenamides was developed, which enabled the selective syntheses of CF3 S-substituted 3, 4-dihydroquinolin-2-ones and azaspiro[4, 5]dienones. Abstract : A AgSCF3 -mediated tandem trifluoromethylthiolation and cyclization of N -aryl-3-butenamides was developed. It showed divergent reactivities and enabled the selective syntheses of CF3 S-substituted 3, 4-dihydroquinolin-2-ones and azaspiro[4, 5]dienones. The selectivity was achieved through different cyclization pathways of a CF3 S-substituted alkyl radical intermediate. It provides a useful tool for the synthesis of CF3 S-substituted N -heterocyclic compounds.