Synthesis of 2-trifluoromethyl-2-hydroxy-2H-chromenes via cyclization of (Z)-trifluoromethyl alkenyl triflates and salicylaldehydes
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论文类型:期刊论文
发表时间:2018-08-01
发表刊物:JOURNAL OF FLUORINE CHEMISTRY
收录刊物:SCIE
卷号:212
页面范围:122-129
ISSN号:0022-1139
关键字:2H-chromenes; Trifluoromethyl alkenyl triflates; Salicylaldehydes; Cyclization
摘要:A new and efficient method for the synthesis of 2-trifluoromethyl-2-hydroxy-2H-chromenes was developed via intermolecular cyclization of (Z)-trifluoromethyl alkenyl triflates and salicylaldehydes. A series of 2-trifluoromethyl-2-hydroxy-2H-chromenes with aryl or alkyl groups at 3-position have been obtained in moderate to excellent yields. And a key intermediate, 3-phenyl-4-(pyrrolidin-l-yl)-2-(trifluoromethyl)chroman-2-ol (6), was isolated and fully characterized, which suggests that the elimination of pyrrolidine from this intermediate is the last step during the formation of 2-trifluoromethyl-2-hydroxy-2H-chromenes.
