Issue 0, 1983

Reactions involving fluoride ion. Part 27. Reactions of perfluoro-3,4-dimethylhex-3-ene with carbon nucleophiles

Abstract

Reaction of methyl- and ethyl-lithium with perfluoro-3,4-dimethylhex-3-ene (1) gives products arising from nucleophilic attack with allylic displacement of fluorine from both CF3 and CF2 positions. Phenylmagnesium bromide gives biphenyl via a process which appears to involve one-electron transfer to (1). Enolate anions undergo substitution in (1) with concomitant cyclisation to give fluorinated pyran derivatives.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1983, 1235-1237

Reactions involving fluoride ion. Part 27. Reactions of perfluoro-3,4-dimethylhex-3-ene with carbon nucleophiles

S. Bartlett, R. D. Chambers, J. R. Kirk, A. A. Lindley, H. C. Fielding and R. L. Powell, J. Chem. Soc., Perkin Trans. 1, 1983, 1235 DOI: 10.1039/P19830001235

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