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论文类型：期刊论文

发表时间：2018-12-06

发表刊物：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录刊物：SCIE、Scopus

卷号：2018

期号：45

页面范围：6217-6222

ISSN号：1434-193X

关键字：Fluorine; Ketones; Domino reactions; Trifluoromethyl alkenyl triflates

摘要：A method for the synthesis of beta-trifluoromethyl ketones promoted by a base is described. In the presence of DBU, 1-aryl-4,4,4-trifluoromethylbutanones with various functional groups were obtained through the reaction of 4-aryl-1,1,1-trifluorobut-2-en-2-yl trifluoromethanesulfonates with water in moderate to excellent yields. The reaction underwent a double-bond-migration/hydrolysis/isomerization pathway, and 1-aryl-4,4,4-trifluorobut-2-en-1-ols were determined as the key intermediates. Both electron-withdrawing and electron-donating groups, such as fluoro, chloro, bromo, ester, cyano, trifluoromethyl, alkyl, and alkoxy, were tolerated well in this reaction.