Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2013-04-19

Journal: JOURNAL OF ORGANIC CHEMISTRY

Included Journals: Scopus、PubMed、EI、SCIE

Volume: 78

Issue: 8

Page Number: 4171-4176

ISSN: 0022-3263

Abstract: A highly efficient, operationally simple approach to trifluoromethyl ketones has been developed that builds on the use of a tandem process involving Claisen condensation and retro-Claisen C-C bond cleavage reaction. Enolizable alkyl phenyl ketones were found to react readily with ethyl trifuoroacetate under the promotion of NaH to afford trifluoroacetic ester/ketone exchange products, trifluoromethyl ketones, which were quite different from the general Claisen condensation products, beta-diketones. This procedure uses readily available starting materials and can be extended to the preparation of perfluoroalkyl ketones in excellent yield.