Heterocycles from N-ethoxycarbonylthioamides and dinucleophilic reagents. 2. Five-membered rings containing two heteroatoms at 1, 3 positions

B George, EP Papadopoulos

Index: George,B.; Papadopoulos,E.P. Journal of Organic Chemistry, 1977 , vol. 42, p. 441 - 443

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Citation Number: 82

Abstract

A recent study has! shown that N-ethoxycarbonylthioamides (1) react with reagents possessing two adjacent nucleophilic sites (" 2, NHR, OH) at both thiocarbonyl and carbonyl groups to form five-membered, carbonyl-containing heterocyclic rings. Thus reactions with hydrazines and hydroxylamines yield dihydro-1, 2, 4-triazolones and 1, 2, 4-oxadiazolones, respectively.'In view of these results, it was of interest to investigate the behavior of 1 ...