Xianfu Li, Liping Song, Chun‐hui Xing
Mar 6, 2006
Citations
0
Influential Citations
28
Citations
Journal
Tetrahedron
Abstract
Abstract In the presence of a catalytic amount of NEt3, ethyl 4,4,4-trifluoro-3-oxobutanoate 1 reacted readily with arylidenemalononitriles 2 in ethanol at room temperature. It gave two products 2-trifluoromethyl-3,4-dihydro-2H-pyran derivatives 3 and 2-(trifluoromethyl)piperidine derivatives 4 , the ratio of 3 and 4 was depended on the substrates 2 and reaction solvents. Reflux of the ethanol solution of 4 with a catalytic amount of NEt3 afforded 2-trifluoromethyl-1,4,5,6-tetrahydropyridine derivatives 5 in moderate to good yields. The structures of new compounds 3 , 4 and 5 were determined by spectral methods, microanalysis and X-ray diffraction analysis. A possible reaction mechanism for the formation of 3 , 4 and 5 was presented.