Process for preparing pyrylium salts

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549427, 549428, 546348, C07D30932

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046423591

ABSTRACT:
A process for selectively preparing isomers of polysubstituted pyrylium salts from isoolefins or isoolefin precursors comprises diacylating the isoolefin or isoolefin precursor with a carboxylic acid anhydride in the presence of an acid having a Hammett acidity function, at about 22.degree.-25.degree. C. when pure, between -10 and -5. This method is selective to obtain the most substituted isomer of pyrylium salt that can be obtained from the isoolefin or isoolefin precursor.

REFERENCES:
patent: 4221722 (1980-09-01), Arnaud et al.
Hammett et al., JACS 54, 2721, 1932.
Balaban et al., JCS, 1961, p. 3553.
Howells et al., Chem. Rev., 1977, p. 69.
Bascombe et al., J. Chem. Soc., 1096, (1959).
Grondin et al., Bull. Soc. Chim., France, 1779, (1976).
Gillespie et al., JACS, 95, 5173, (1973).
Gillespie et al., JACS, 93, 5083, (1971).
C. H. Rochester, "Acidity Functions", Academic Press, New York, 1970, pp. 26, 50.

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