title: Nucleophilic trifluoromethylation of carbonyl compounds: trifluoroacetaldehyde hydrate as a trifluoromethyl source.
abstract: A feasible nucleophilic trifluoromethylating protocol has been developed using trifluoroacetaldehyde hydrate as an atom-economical trifluoromethyl source. The reaction was found to be applicable to the nucleophilic trifluoromethylation of a broad spectrum of carbonyl compounds with satisfactory yields in general. DFT calculations have been performed to provide mechanistic insight into the present and related reactions employing 2,2,2-trifluoro-1-methoxyethanol and hexafluoroacetone hydrate.
authors: Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA. gprakash@usc.edu
authors: G K Surya
authors: GK
authors: Prakash
authors: Zhe
authors: Z
authors: Zhang
authors: Fang
authors: F
authors: Wang
authors: Socrates
authors: S
authors: Munoz
authors: George A
authors: GA
authors: Olah
mesh_terms: D000079:Acetaldehyde / Q000031:analogs & derivatives* / Q000737:chemistry; D000096:Acetone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D005026:Ethylene Glycols / Q000138:chemical synthesis* / Q000737:chemistry; D005466:Fluorocarbons / Q000138:chemical synthesis* / Q000737:chemistry; D008745:Methylation; D015394:Molecular Structure; D006845:Hydrocarbons, Fluorinated
chemical_list: D000079:Acetaldehyde; D000096:Acetone; D005026:Ethylene Glycols; D005466:Fluorocarbons; C583526:2,2,2-trifluoro-1-methoxyethanol; C019120:trifluoroacetaldehyde hydrate; C017366:hexafluoroacetone; D006845:Hydrocarbons, Fluorinated