Synthesis and chemistry of highly fluorinated bicyclo [2.2. 0] hexenones

…, E McNierney, GA Tannenbaum…

Index: Soelch, Richard R.; McNierney, Edward; Tannenbaum, Gary A.; Lemal, David M. Journal of Organic Chemistry, 1989 , vol. 54, # 23 p. 5502 - 5511

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Citation Number: 3

Abstract

A series of highly fluorinated bicyclo [2.2. 0]-5-hexen-2-ones (3) and their hydrates (4) have been prepared in two steps from hexafluoro Dewar benzene (1). Photolysis of exo-3H- pentafluorobicyclo [2.2. 01-5-hexen-2-0ne (3d) at low pressure in the vapor phase gave 1H- pentafluorocyclopentadiene (€ 9, but in solution the principal product was pentafluorophenol (9). Under Favorskii conditions, exo-3-bromo-and exo-3-chloropentafluorobicyclo-[2.2. 0]- ...