Synthesis of Trifluoromethyl Ketones via Tandem Claisen Condensation and Retro-Claisen C-C Bond-Cleavage Reaction
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论文类型:期刊论文
发表时间:2013-04-19
发表刊物:JOURNAL OF ORGANIC CHEMISTRY
收录刊物:Scopus、PubMed、EI、SCIE
卷号:78
期号:8
页面范围:4171-4176
ISSN号:0022-3263
摘要: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.
