Fluoride-catalyzed addition of PhSCF2SiMe3 to N-substituted cyclic imides followed by radical cyclization: General synthetic strategy of gem-difluoromethylenated 1-azabicyclic compounds

• Main Authors: Teerawut Bootwicha, Duanghathai Panichakul, Chutima Kuhakarn, Samran Prabpai, Palangpon Kongsaeree, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr
• Other Authors: Mahidol University
• Format: Article
• Published: 2018
• Subjects: Chemistry
• Online Access: https://repository.li.mahidol.ac.th/handle/123456789/27418

(Chemical Equation Presented) PhSCF2SiMe3 (1) was found, for the first time, to undergo fluoride-catalyzed nucleophilic difluoro(phenylsulfanyl)methylation reaction to cyclic imides 2, affording the corresponding adducts 3 in moderate to good yields. Reductive cleavage of the phenylsulfanyl group of...