Title: Heterocyclization of 2-(Propargylsulfanyl)-1,3-thiazole Derivatives by the Action of Halogens.
Authors: Tarasova, N. M.; Kim, D. G.; El’tsov, O. S.; Shtukina, T. S.; Borisova, A. E.
Abstract: 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.
Subjects: THIADIAZOLES; CHEMICAL reactions; BROMINE; THIAZOLES; TRIPLE bonds (Chemistry); ANNULATION
Publication: Russian Journal of Organic Chemistry, 2018, Vol 54, Issue 3, p469
ISSN: 1070-4280
Publication type: Academic Journal
DOI: 10.1134/S1070428018030156

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

Tarasova, N. M.; Kim, D. G.; El’tsov, O. S.; Shtukina, T. S.; Borisova, A. E.