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Synthesis of 3,3-dichloro-2-fluoroacrylic esters by thermal opening of alcoxy perhalogeno cyclopropanes

✍ Scribed by T. Nguyen; C. Wakselman

Book ID: 104150530
Publisher: Elsevier Science
Year: 1991
Tongue: English
Weight: 30 KB
Volume: 54
Category: Article
ISSN: 0022-1139
DOI: 10.1016/s0022-1139(00)83803-8

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✦ Synopsis

Alcoxyperhalogenocyclopropanes I are easily prepared by dichlorocarbene addition to the halogenated enol ether derived from chlorotrifluoroethylene, under FIG conditions. Thermal opening of the cyclopropane ring leads to the formation of 3,3-dichloro--2-fluoroacrylic ester II by chlorine atom departure from the CFCl group in preference to the one from the Ccl, group. This selectivity could be due to the slowing down of the substitution by the other geminal chlorine atom in the latter case.

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