TANDEM ALKYLATION DEFLUORINATION REACTION - SYNTHESIS OF 2-(N-ALKYL-N-ARYL)AMINO-3,3-DIFLUOROPROPENOATES FROM 2-(N-ARYL)IMINO-3,3,3-TRIFLUOROPROPANOATES

Authors
UNEYAMA K YEN FY HIRAMA S KATAGIRI T
Citation
K. Uneyama et al., TANDEM ALKYLATION DEFLUORINATION REACTION - SYNTHESIS OF 2-(N-ALKYL-N-ARYL)AMINO-3,3-DIFLUOROPROPENOATES FROM 2-(N-ARYL)IMINO-3,3,3-TRIFLUOROPROPANOATES, Tetrahedron letters, 37(12), 1996, pp. 2045-2048
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
12
Year of publication
1996
Pages
2045 - 2048
Database
ISI
SICI code
0040-4039(1996)37:12<2045:TADR-S>2.0.ZU;2-P
Abstract
A novel synthesis of fluoroolefins from trifluoromethylated compounds with organometallic reagents was developed The reaction seems to proce ed via 1,4-alkylation on imino nitrogen followed by defluorination of the trifluoromethyl group. Diethylzinc was found to be an efficient re agent for the preparation of 2-(N-aryl-N-ethyl)amino-3,3-difluoroprope noates in excellent yield A similar synthesis of monofluoroolefin with Grignard reagent was also developed.