Heterocyclization of 2-(Propargylsulfanyl)-1,3-thiazole Derivatives by the Action of Halogens

Reactions of 2-(propargylsulfanyl)-5-methyl-1,3,4-thiadiazole, N -[5-(propargylsulfanyl)-1,3,4-thiadiazol- 2-yl]benzamide, 2-(propargylsulfanyl)-1,3-benzothiazole, and 2-(propargylsulfanyl)-4,5-dihydro-1,3- thiazole with iodine involved annulation of the unsaturated substituent with formation of fus...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2018-03, Vol.54 (3), p.469-474
Main Authors: Tarasova, N. M., Kim, D. G., El’tsov, O. S., Shtukina, T. S., Borisova, A. E.
Format: Article
Language:English
Subjects:
Adducts
Benzamide
Bromination
Bromine
Chemical bonds
Chemical reactions
Chemistry
Chemistry and Materials Science
Derivatives
Halogens
Iodine
Organic Chemistry
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Summary:Reactions of 2-(propargylsulfanyl)-5-methyl-1,3,4-thiadiazole, N -[5-(propargylsulfanyl)-1,3,4-thiadiazol- 2-yl]benzamide, 2-(propargylsulfanyl)-1,3-benzothiazole, and 2-(propargylsulfanyl)-4,5-dihydro-1,3- thiazole with iodine involved annulation of the unsaturated substituent with formation of fused thiazole ring. 2(5)-(Propargylsulfanyl)-1,3,4-thiadiazole derivatives reacted with bromine to give mixtures of heterocyclization products and bromine adducts to the triple bond. The bromination of 2-(propargylsulfanyl)-4,5-dihydro- 1,3-thiazole afforded only the bromine addition product to the triple bond.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428018030156