Hard Acid and Soft Nucleophile Systems. 5. Ring-Opening Reaction of Lactones to ω-Alkylthio or ω-Arylthio Carboxylic Acids with Aluminum Halide and Thiol

Article abstract of DOI:10.1021/jo00338a020

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