Gem-disubstituted cyclohexadienones and their production

Details Gem-disubstituted cyclohexadienones and their production Gem-disubstituted cyclohexadienones and their production

1988-05-20

1989-10-03

Reamer, James H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568328, 568348, 568316, 568377, C07C 49675, C07C 4571

Patent

active

048718777

ABSTRACT:
Quinones may be perfluoroalkylated by means of perfluoroalkyltrihydrocarbyl silane using certain active alkali metal salt catalysts and a proton source. The reaction--which is conducted, preferably in a suitable liquid phase reaction medium, most preferably a dipolar aprotic solvent--results in the formation of gem-disubstituted cyclohexadienones in which the gem substitutes are a perfluoroalkyl group and a hydroxyl group. These gem-disubstituted compounds in turn can be readily converted to perfluoroalkyl substituted aromatics, thus circumventing the traditional need for photochlorination followed by halogen exchange using hydrogen fluoride as a means of preparing perfluoroalkyl aromatic compounds.

REFERENCES:
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patent: 4634787 (1987-01-01), Wang
patent: 4636787 (1987-01-01), Wang
Yamagaki et al, Chem. Abst., vol. 105, #190,436d (1986).
Fujita et al., J. Am. Chem. Soc., 1985, 107, 4085-4087.

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