EFFICIENT SYNTHESIS OF (E)-3-TRIFLUOROMETHYL-3-ARYL(HETARYL)ACROLEINS

Citation
Il. Baraznenok et al., EFFICIENT SYNTHESIS OF (E)-3-TRIFLUOROMETHYL-3-ARYL(HETARYL)ACROLEINS, Tetrahedron, 54(1-2), 1998, pp. 119-128
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
54
Issue
1-2
Year of publication
1998
Pages
119 - 128
Database
ISI
SICI code
0040-4020(1998)54:1-2<119:ESO(>2.0.ZU;2-G
Abstract
The reactions of 4-dimethylamino-1,1,1-trifluro-3-buten-2-one with tri flic anhydride or POCl3 were investigated. The 4-dimethylamino-1,1,1-t rifluoro-3-buten-2-one / triflic anhydride complex reacts with electro n-rich aromatics to give the corresponding CF3 substituted 3-aryl- or 3-hetarylacroleins. Reaction proceeds highly stereoselectively, giving preferentially E-isomer of aldehydes. (C) 1997 Elsevier Science Ltd. All rights reserved.