Synthesis and antitrypanosomal activity of new 6,6,7-trisubstituted thiopyrano[2,3-d][1,3]thiazoles

Application of the 2(5 H )furanone motif in the synthesis of new thiopyrano[2,3- d ]thiazoles via the hetero-Diels–Alder reaction and related tandem processes

“…were described in our previous reports 6,8,15. In our opinion, the reaction pathway proceeds via the formation of [4+2]-cycloaddition intermediates, which immediately undergo ring closure by acylation of the o-substituted phenolic group (Scheme 2).…”

“…Thus, in earlier reports these compounds were synthesized via the hetero-Diels-Alder reaction of 5-arylidene-4-thioxo-2thiazolidinones (5-arylideneisorhodanines), which contain the heterodiene fragment С=С-С=S, and α,β-unsaturated maleic anhydride and maleimides, as well as arylidene pyruvic, fumaric, and cinnamic acid derivatives as active dienophiles. [9][10][11][12][13][14][15][16] In continuation of our previous work, we decided to apply 2(5H)furanone In addition, the cycloaddition process can occur through endo or exo transition states according to the rule of "maximum accumulation of unsaturation", leading in each case to a distinct stereochemical relationship between the protons of the thiopyran ring.…”

New thiopyrano[2,3-d][1,3]thiazole derivatives as potential antiviral agents

“…A series of novel thiopyrano [2,3-d] [1,3] [2,3-d] [1,3] [4',3':4,5]thiopyrano [2,3- [2,3-d] [1,3]thiazoles, screening, antiviral activity. V iruses are known as common pathogens that cause a variety of diseases.…”

“…To overcome the drawbacks of the current antiviral drugs and to obtain more efficacious drugs, new antiviral drugs with a novel mode of action should be developed. Thiopyrano [2,3-d] [1,3]thiazoles have become a promising area of research because of their diverse biological activities, such as anticancer, antitrypanosomal, antimycobacterial, anti-inflammatory and antioxidant 1-7 ( Fig. 1).…”

“…In the last two decades, there has been an increase in the number of studies on 4-thiazolidinone derivatives as potential antiviral agents 8-13 . Thiopyrano [2,3-d] [1,3]thiazoles could be of special interest as cyclic mimetics of biologically active (including antiviral) 4-thiazolidinones. The aim of present study was to estimate the antiviral activity of new thiopyrano [2,3-d] [1,3]thiazole derivatives.…”