A convenient preparation of 2-fluoro-3-alkoxy-1,3-butadienes.
[reaction: see text] 1-Chloro-1-fluoro-2-methoxy-2-methylcyclopropane eliminates HCl on heating in quinoline solution above 50 degrees C to give 2-fluoro-3-methoxy-1,3-butadiene in high yield. If an alcohol is added to the reaction then a 2-fluoro-3-alkoxy-1,3-butadiene is obtained in high yield. The dienes give smooth 4 + 2 cycloaddition reactions.
Department of Chemistry, Southern Illinois University, Edwardsville 62026, USA. tpatric@siue.edu
Timothy B
TB
Patrick
James
J
Rogers
Keith
K
Gorrell