Sulfur nitride in organic chemistry. 9. The reaction of tetrasulfur tetranitride with benzyl ketones. Preparation of 3, 4??disubstituted??1, 2, 5??thiadiazoles

…, A Hosoki, K Takahashi, M Tashiro

Index: Mataka, Shuntaro; Hosoki, Akira; Takahashi, Kazufumi; Tashiro, Masashi Journal of Heterocyclic Chemistry, 1980 , vol. 17, p. 1681 - 1685

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Citation Number: 13

Abstract

Abstract The reaction of tetrasulfur tetranitride (1) with various aryl and alkyl benzyl ketones (2a-o), oxindole (11), benzyl α-pyridyl ketone (12) and α-phenacylpyridine (13) afforded the corresponding 1, 2, 5-thiadiazoles (3a-n, 11 and 14). The scope and limitations of the above reaction were investigated and the evidences suggesting the radical anion mechanism are presented.