Tetrahedron letters

Oxidation of substituted 2-methyl benzoic acids and acrylic acids by S 2 0 8-ag (i); their conversion to phthalides and butenolides through rearrangement of acyloxyl …

MP Bertrand, H Oumar-Mahamat, JM Surzur

Index: Bertrand, M. P.; Oumar-Mahamat, H.; Surzur, J. M. Tetrahedron Letters, 1985 , vol. 26, # 9 p. 1209 - 1212

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Citation Number: 13

Abstract

Abstract Ag (I) mediated persulphate oxidation of various 2-methyl benzoic acids and acrylic acids, co-catalyzed by Cu (II), leads to unsaturated γ-lactones, together with decarboxylation products. Lactonisation proceeds through 1, 5 hydrogen transfer from intermediate acyloxyl radicals.