Difluoro(trimethylsilyl)acetonitrile: synthesis and fluoroalkylation reactions.
A new silicon reagent, difluoro(trimethylsilyl)acetonitrile, was prepared by insertion of difluorocarbene into silyl cyanide. The obtained silane served as a good cyanodifluoromethylating reagent toward aldehydes, N-tosylimines, N-alkylimines, and enamines under basic or acidic conditions.
N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Leninsky prosp. 47, Russian Federation.
Mikhail D
MD
Kosobokov
Alexander D
AD
Dilman
Vitalij V
VV
Levin
Marina I
MI
Struchkova
D000097:Acetonitriles / Q000138:chemical synthesis* / Q000737:chemistry*; D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D000478:Alkylation; D003486:Cyanides / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014105:Tosyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
D000097:Acetonitriles; D000447:Aldehydes; D003486:Cyanides; D006845:Hydrocarbons, Fluorinated; D007097:Imines; D014105:Tosyl Compounds; D014297:Trimethylsilyl Compounds; C576032:difluoro(trimethylsilyl)acetonitrile; C121084:difluorocarbene; C058010:trimethylsilyl cyanide