Selenium heterocycles.  XLI   . Syntheses of substituted thiazolo, selenazolo, 1,2,3‐thiadiazolo and 1,2,3‐selenadiazoloquinolines | Zendy

Shafiee A. | Zendy; Rezayazdi M. | Zendy

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Selenium heterocycles. XLI . Syntheses of substituted thiazolo, selenazolo, 1,2,3‐thiadiazolo and 1,2,3‐selenadiazoloquinolines

Author(s) -

Shafiee A.,

Rezayazdi M.

Publication year - 1995

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.5570320128

Subject(s) - chemistry , quinoline , thionyl chloride , selenium , medicinal chemistry , thermal decomposition , chloride , organic chemistry

The reaction of thionyl chloride with the semicarbazone 2 gave 4,5‐dihydro[1,2,3]thiadiazolo[4,5‐ f ]quinoline. Selenium dioxide oxidaion of compound 2 gave 4,5‐dihydro[1,2,3]selenadiazolo[4,5‐ f ]quinoline ( 4 ) and the aromatic analog 5 . Thermolysis of compound 5 yielded [1,4]diselenino[2,3‐ f :5,6‐ f ′]diquinoline ( 6 ). Reaction of selenourea with α‐bromoketone 7 gave 2‐amino‐4,5‐dihydroselenazolo[4,5‐ f ]quinoline ( 8 ). Compounds 9 and 10 were prepared from the reaction of selenobenzamide and thiobenzamide with compound 7 .

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