1-BROMO-3-TRIFLUOROMETHYLBUT-2-ENE - SYNTHESIS AND ELECTROPHILIC REACTIVITY

Authors
MARTIN V MOLINES H WAKSELMAN C
Citation
V. Martin et al., 1-BROMO-3-TRIFLUOROMETHYLBUT-2-ENE - SYNTHESIS AND ELECTROPHILIC REACTIVITY, Journal of fluorine chemistry, 62(1), 1993, pp. 63-68
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
Journal of fluorine chemistry → ACNP
ISSN journal
00221139
Volume
62
Issue
1
Year of publication
1993
Pages
63 - 68
Database
ISI
SICI code
0022-1139(1993)62:1<63:1-SAER>2.0.ZU;2-E
Abstract
A three-step synthesis of 1-bromo-3-trifluoromethylbut-2-ene in 54% ov erall yield is reported starting from 1,1,1-trifluoroacetone. The elec trophilic reactivity of this compound towards various nucleophiles has been studied. Thus, for example, condensation with the sodium salt of diethyl malonate gave ethyl 2-carboethoxy-5-trifluoromethylhex-4-enoa te in 66% yield.