ePrints

Reduction of 2,2,2-trichloro-1-arylethanones by RMgX: mechanistic investigation and the synthesis of substituted α,α-dichloroketones

Lookup NU author(s): Parimala Saminathan, Dr Ross Harrington, Professor William Clegg, Dr Michael HallORCiD

Downloads

Full text for this publication is not currently held within this repository. Alternative links are provided below where available.

Abstract

2,2,2-Trichloro-1-aryl-ethanones undergo high yielding reductions to the corresponding 2,2-dichloro-1-aryl-ethanones 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-hydroxy-ketones and related molecules.

Publication metadata

Author(s): Essa AH, Lerrick RI, Tuna F, Harrington RW, Clegg W, Hall MJ

Publication type: Article

Publication status: Published

Journal: Chemical Communications

Year: 2013

Volume: 49

Issue: 27

Pages: 2756-2758

Print publication date: 19/02/2013

ISSN (print): 1359-7345

ISSN (electronic): 1364-548X

Publisher: RSC Publications

URL: http://dx.doi.org/10.1039/C3CC39147G

DOI: 10.1039/C3CC39147G

Altmetrics

Share