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Sulfur nitride in organic chemistry. 9 . The reaction of tetrasulfur tetranitride with benzyl ketones. Preparation of 3,4‐disubstituted‐1,2,5‐thiadiazoles
Author(s) -
Mataka Shuntaro,
Hosoki Akira,
Takahashi Kazufumi,
Tashiro Masashi
Publication year - 1980
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570170807
Subject(s) - chemistry , thiadiazoles , oxindole , sulfur , ketone , organic chemistry , scope (computer science) , aryl , alkyl , medicinal chemistry , acetone , catalysis , computer science , programming language
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.