title: Reduction of 2,2,2-trichloro-1-arylethanones by RMgX: mechanistic investigation and the synthesis of substituted α,α-dichloroketones.
abstract: 2,2,2-Trichloro-1-arylethanones undergo high yielding reductions to the corresponding 2,2-dichloro-1-arylethanones in the presence of RMgX. A single electron transfer mechanism for the reaction is proposed based on trapping experiments. Reaction of the intermediate enolates with a range of electrophiles is described, providing a convenient route to substituted α,α-dichloro-β-hydroxyketones and related molecules.
authors: School of Chemistry, Bedson Building, Newcastle University, Newcastle upon Tyne, NE1 7RU, UK.
authors: Ali H
authors: AH
authors: Essa
authors: Reinner I
authors: RI
authors: Lerrick
authors: Floriana
authors: F
authors: Tuna
authors: Ross W
authors: RW
authors: Harrington
authors: William
authors: W
authors: Clegg
authors: Michael J
authors: MJ
authors: Hall