title: Difluoromethylene phosphabetaine as an equivalent of difluoromethyl carbanion.
abstract: A method for nucleophilic difluoromethylation of reactive Michael acceptors, aldehydes, and azomethines is described. The reaction is performed using the readily available and air-stable reagent difluoromethylene phosphabetaine. The process involves interaction of an electrophilic substrate with in situ generated difluorinated phosphonium ylide followed by hydrolysis of the carbon-phosphorus bond under mild conditions.
authors.affiliation: N. D. Zelinsky Institute of Organic Chemistry , Leninsky prosp. 47, 119991 Moscow, Russian Federation.
authors.forename: Vitalij V
authors.initials: VV
authors.lastname: Levin
authors.forename: Alexey L
authors.initials: AL
authors.lastname: Trifonov
authors.forename: Artem A
authors.initials: AA
authors.lastname: Zemtsov
authors.forename: Marina I
authors.initials: MI
authors.lastname: Struchkova
authors.forename: Dmitry E
authors.initials: DE
authors.lastname: Arkhipov
authors.forename: Alexander D
authors.initials: AD
authors.lastname: Dilman
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D001622:Betaine / Q000031:analogs & derivatives / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D008697:Methane / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; D009943:Organophosphorus Compounds; D001622:Betaine; D008697:Methane