title: Efficient and direct nucleophilic difluoromethylation of carbonyl compounds and imines with Me3SiCF2H at ambient or low temperature.
abstract: Since 1995, Me(3)SiCF(2)H has been widely believed to be an inefficient difluoromethylating agent, which requires harsh reaction conditions to cleave its rather inert Si-CF(2)H bond. However, it has now been found that, by using a proper Lewis base activator, Me(3)SiCF(2)H can efficiently difluoromethylate various aldehydes, ketones, and imines to give the corresponding products in good to excellent yields at room temperature or even at -78 °C.
authors.affiliation: Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai 200032, China.
authors.forename: Yanchuan
authors.initials: Y
authors.lastname: Zhao
authors.forename: Weizhou
authors.initials: W
authors.lastname: Huang
authors.forename: Ji
authors.initials: J
authors.lastname: Zheng
authors.forename: Jinbo
authors.initials: J
authors.lastname: Hu
mesh_terms: D054879:Halogenation; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D008745:Methylation; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013696:Temperature
chemical_list: D007097:Imines; D007659:Ketones; D000644:Quaternary Ammonium Compounds; C009405:tetrabutylammonium