A convenient method for the preparation of aldehydes from the corresponding carboxylic acids is presented. By reaction of the carboxylic acids with o‐mercaptophenol and perchloric acid in phosphorus oxychloride, the corresponding 2‐substituted 1,3‐benzoxathiolium perehlorates were obtained. Reduction of the salts with lithium aluminium hydride in dry ether gave 2‐substituted 1,3‐benzoxathioles, which, when hydrolyzed by mercuric chloride, gave the corresponding aldehydes. Twenty five aldehydes of different structure were obtained in good yields, by a fast and simple procedure. Copyright © 1974 Journal of Heterocyclic Chemistry
Pentaatomie heteroaromatic cations. Note III . A Convenient Synthesis of Aldehydes from Carboxylic Acids via 2‐Substituted 1,3‐Benzoxathiolium Perchlorates
TUNDO, Pietro;
1974-01-01
Abstract
A convenient method for the preparation of aldehydes from the corresponding carboxylic acids is presented. By reaction of the carboxylic acids with o‐mercaptophenol and perchloric acid in phosphorus oxychloride, the corresponding 2‐substituted 1,3‐benzoxathiolium perehlorates were obtained. Reduction of the salts with lithium aluminium hydride in dry ether gave 2‐substituted 1,3‐benzoxathioles, which, when hydrolyzed by mercuric chloride, gave the corresponding aldehydes. Twenty five aldehydes of different structure were obtained in good yields, by a fast and simple procedure. Copyright © 1974 Journal of Heterocyclic Chemistry
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