Russian journal of organic chemistry

Synthesis of endocyclic enol methyl ethers of 3-acylthiotetronic acids and their reactions with amines

MV Budnikova, DB Rubinov

Index: Budnikova; Rubinov Russian Journal of Organic Chemistry, 2001 , vol. 37, # 10 p. 1478 - 1485

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Citation Number: 8

Abstract

Abstract Acylation of (3 H, 5 H)-tetrahydrothiophene-2, 4-dione (thiotetronic acid) with acetyl, propionyl, and valeryl chlorides followed by OC isomerization in the presence of 4- dimethylaminopyridine or acetone cyanohydrin gave rise to 3-acetyl, 3-propanoyl, and 3- pentanoyl derivatives of thiotetronic acid. The reaction of 3-acylthiotetronic acids with diazomethane afforded enol methyl ethers at the endocyclic keto groups. The subsequent ...