M. E. Lugovoi, A. N. Izmest’ev, N. G. Kolotyrkina, E. S. Izmalkova, A. N. Kravchenko, G. A. Gazieva, “Synthesis of new heterylmethylidene derivatives of isomeric imidazo[4,5-<i>e</i>]thiazolo-fused [1,2,4]triazines”, Mendeleev Commun., 2024, Volume 34, Issue 4,Pages <nobr>558

Communications

Synthesis of new heterylmethylidene derivatives of isomeric imidazo[4,5-e]thiazolo-fused [1,2,4]triazines

M. E. Lugovoi^a, A. N. Izmest’ev^ab, N. G. Kolotyrkina^b, E. S. Izmalkova^b, A. N. Kravchenko^b, G. A. Gazieva^b

^a National University of Science and Technology 'MISIS', Moscow, Russian Federation
^b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Novel 6-heterylmethylidene-3a,9a-diphenylimidazo[4,5-e]-thiazolo[3,2-b][1,2,4]triazines were synthesized by the three-component condensation of imidazo[4,5-e][1,2,4]triazine-3-thione derivative with bromoacetic acid and hetero-aromatic aldehydes. The following MeONa-induced skeletal rearrangement gave the recyclized isomeric products, viz. 7-heterylmethylidene-3a,9a-diphenylimidazo-[4,5-e]thi azolo[2,3-c][1,2,4]triazines.

Keywords: heteroaromatic aldehydes, thiazolidin-4-ones, 1,2,4-triazines, skeletal rearrangement, imidazothiazolotriazines, imidazo[4,5-e][1,2,4]triazine-3-thiones.

Language: English

DOI: 10.1016/j.mencom.2024.06.029

	*Supplementary materials:*
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