Abstract
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Saudi ArabiaReceived January 31, 2012, Accepted June 16, 2012New thiazoline derivatives 7a-c, and thiophenes 9a-c linked to indole moiety were easily prepared via thereaction of the acrylamide derivative 3 with phenacyl bromides 4a-c, depending on the reaction conditions. Inaddition, the reaction of compound 3 with hydrazonoyl chlorides 11a-f afforded a series of 1,3,4-thiadiazolederivatives 13a-f. Moreover, coupling of 3-(3-methyl-1H-indol-2-yl)-3-oxopropanenitrile (2) with the dia-zonium salts of 3-phenyl-5-aminopyrazole 16 or 3-amino-1,2,4-triazole 17 gave the corresponding hydrazones18 and 19, respectively. Cyclization of the latter hydrazones yielded the corresponding pyrazolo[5,1-c]-1,2,4-triazine and 1,2,4-triazolo[5,1-c]-1,2,4-triazine derivatives 20 and 21, respectively. The structures of the syn-thesized compounds were assigned on the basis of elemental analysis, IR,
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