α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones

Kanhokthron BoonkitpattarakulDarunee SoorukramPatoomratana TuchindaVichai ReutrakulManat PohmakotrMahidol University2018-05-032018-05-032011-11-01Journal of Fluorine Chemistry. Vol.132, No.11 (2011), 987-990002211392-s2.0-80052723325https://repository.li.mahidol.ac.th/handle/20.500.14594/11437The synthetic utility of α,α-difluoro-α-phenylsulfanyl- α-trimethylsilylmethane (PhSCF 2 SiMe 3 ; 1) as a difluoromethyl building block providing a general strategy to α,α-difluoromethyl aryl ketones was demonstrated. Oxidation, by using m-chloroperoxybenzoic acid, of the readily available 1-aryl-2,2-difluoro- 2-phenylsulfanyl-1-trimethylsiloxyethanes obtained from fluoride-catalyzed nucleophilic addition of PhSCF 2 SiMe 3 with aromatic aldehydes followed by flash vacuum pyrolytic elimination provided α,α-difluoromethyl aryl ketones in moderate overall yields. © 2011 Published by Elsevier B.V. All rights reserved.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryEnvironmental Scienceα,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketonesArticleSCOPUS10.1016/j.jfluchem.2011.06.036