T. Nguyen et C. Wakselman, ACCESS TO 2-FLUOROACRYLATES AND THEIR 3-CHLORO DERIVATIVES BY CHEMICAL HYDROGENOLYSIS OF 3,3-DICHLORO-2-FLUOROACRYLATES, Journal of fluorine chemistry, 80(2), 1996, pp. 95-99
The formation of 3-chloro-2-fluoroacrylates 2 and 2-fluoroacrylates 3
by hydrogenolysis of 3,3-dichloro-2-fluoroacrylates 1 was studied by u
sing Bu(3)SnH, zinc, the sodium sulphite/sodium formate mixture or iro
n pentacarbonyl in the presence of a hydrogen donor (Et(3)SiH or CH,OH
). The two last couples can be used to prepare the 3-chloro derivative
s 2, whereas for the preparation of the 3,3-dihydro derivatives 3, zin
c is the most appropriate reducing agent.