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Selenium heterocycles. XXX . Synthesis of 4‐substituted vinyl 2‐thioxo‐1,3‐dithioles and 5‐substituted vinyl 2‐thioxo‐1,3‐thiaselenoles
Author(s) -
Shafiee A.,
Vosooghi M.,
Lalezari I.
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.5570170324
Subject(s) - chemistry , thionyl chloride , semicarbazone , carbon disulfide , vinyl chloride , aryl , thiadiazoles , medicinal chemistry , selenium , base (topology) , organic chemistry , decomposition , polymer chemistry , chloride , alkyl , mathematical analysis , mathematics , copolymer , polymer
4‐Substituted vinyl and 4‐(4‐phenyl‐1,3‐butadienyl)‐1,2,3‐thiadiazoles were prepared through the reaction of 4‐aryl‐3‐buten‐2‐one semicarbazone and 6‐phenyl‐3,5‐hexadien‐2‐one semicarbazone with thionyl chloride, respectively. Decomposition of these 1,2,3‐thiadiazoles as well as the corresponding 1,2,3‐selenadiazoles with base and subsequent addition of carbon disulfide afforded 4‐substituted vinyl 2‐thioxo‐1,3‐dithioles and 5‐substituted vinyl 2‐thioxo‐1,3‐thiaselenoles.