Process for manufacturing chlorolactones from unsaturated carbox

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

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549273, 549283, 549300, 549302, C07D30732

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044131330

ABSTRACT:
Process for manufacturing chlorolactones by reacting, within an ahydrous organic solvent, a metal N-chlorosulfonamidate of the formula ##STR1## wherein R is a hydrogen or halogen atom or an alkyl radical, Ar is a mono- or polycyclic divalent aromatic radical and M is an alkali metal, with a substantially stoichiometrical proportion of an aliphatic or alicyclic carboxylic acid having at least one double bond separated from the COOH group by at least 2 carbon atoms, in the presence of a substantially stoichiometrical amount of a strong acid whose conjugate base is weakly nucleophilic.

REFERENCES:
patent: 3870747 (1975-03-01), Wendler et al.
patent: 4119642 (1978-10-01), Larock
patent: 4348535 (1982-09-01), Schmidt
Chem. Abstracts 75: 77476r.
Chem. Ber. 95,1245, (1962).
Buehler et al., Survey of Org. Synthesis, vol. 2, p. 831, John Wiley & Sons, 1977.
March, Adv. Org. Chem., 2nd Edition, p. 702, McGraw-Hill Book Co., 1977.

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