Hard acid and soft nucleophile systems. 5. Ring-opening reaction of lactones to. omega.-alkylthio-or. omega.-arylthio carboxylic acids with aluminum halide and thiol

M Node, K Nishide, M Ochiai, K Fuji…

Index: Node, Manabu; Nishide, Kiyoharu; Ochiai, Masahito; Fuji, Kaoru; Fujita, Eiichi Journal of Organic Chemistry, 1981 , vol. 46, p. 5163 - 5166

Full Text: HTML

Citation Number: 39

Abstract

Lactones were converted into w-alkylthio carboxylic acids in high yields through w-carbon- oxygen bond cleavage when they were treated with aluminum halide and alkanethiol. The aluminum halide and arenethiol system has also been found to be useful for the preparation of the synthetically valuable w-arylthio carboxylic acids from lactones.