Site-Selective Acylation of Phenols Mediated by a Thioacid Surrogate through Sodium Thiosulfate Catalysis.

Wei-Jr Liao, Sih-Yu Lin, Yu-Shan Kuo, Chien-Fu Liang

Organic letters 2022 Jun 17

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Sodium thiosulfate was used as the sulfur source that reacts with anhydrides to generate acyl-Bunte salts, after which a reaction with phenols was induced. This protocol can be applied for the site-selective acylation of the phenolic hydroxyl group in the presence of other alcoholic groups. The advantages of this acylation method are operational simplicity, high efficiency, and the use of odorless reagents with low toxicity.

Citation

Wei-Jr Liao, Sih-Yu Lin, Yu-Shan Kuo, Chien-Fu Liang. Site-Selective Acylation of Phenols Mediated by a Thioacid Surrogate through Sodium Thiosulfate Catalysis. Organic letters. 2022 Jun 17;24(23):4207-4211