SELENIUM HETEROCYCLES .41. SYNTHESES OF SUBSTITUTED THIAZOLO, SELENAZOLO, 1,2,3-THIADIAZOLO AND 1,2,3-SELENADIAZOLOQUINOLINES

摘要

The reaction of thionyl chloride with the semicarbazone 2 gave 4,5-dihydro[1,2,3]thiadiazolo[4,5-f]quinoline. Selenium dioxide oxidation 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 alpha-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. [References: 6]