Premium
Organocatalytic Decarboxylative Cyanomethylation of Difluoromethyl and Trifluoromethyl Ketones
Author(s) -
Balaraman Kaluvu,
Moskowitz Max,
Wolf Christian
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800876
Subject(s) - chemistry , trifluoromethyl , triethylamine , cyanoacetic acid , catalysis , organic chemistry , alkyl
An efficient organocatalytic method for the synthesis of difluoromethyl and trifluoromethyl substituted β‐hydroxynitriles is introduced. The decarboxylative cyanomethylation of fluorinated ketones with readily available cyanoacetic acid gives a variety of tertiary alcohols in high yields and without concomitant water elimination. The reaction occurs in the presence of catalytic amounts of triethylamine, can be upscaled and applied to chlorofluoromethyl ketones and difluoromethyl ketimines.