The reaction of sodium 2,2-dicyanoethene-1,1-bis(thiolate) with 2-cyano-N-arylacetamides afforded sodium pyridine-4-thiolates, coupling of the latters with 2,3,4,6-tetra-O-acetyl-D-gluco- and D-galactopyranosyl bromides, respectively, afforded new pyridine-4-thioglycosides. Ammonolysis of the latter compounds afforded the free thioglycosides. The antitumor activities of the synthesized compounds were tested against human tumor cell lines; lung (A549), colon (HCT116), liver (HEPG2), and prostate (PC3).

A new method for preparation of a new class of acrylamide thioglycosides via a one-pot reaction of potassium 2-cyanoethylene-1-thiolate salts with 2,3,4,6-tetra-O-acetyl-α-D-gluco- and galactopyranosyl bromides has been studied. The E-configuration of these thioglycosides were proven by their transformations to the corresponding 5-aminopyrazoles.

New approaches to synthesis of five- and six-membered heterocyclic compounds utilizing dimethyl N- cyanodithioiminocarbonate are surveyed. The scope and limitation of the most important approaches are discussed.

A novel and efficient method for the synthesis of a new variety of methylsulfanyl derivatives of azoloazines and azoloazoles by the reaction of dimethyl N‐cyanodithioiminocarbonate with diazoles containing oxo‐ and amino functions. The synthetic potential of the method is demonstrated.

A first microwave-assisted synthesis of a new class of novel purine thioglycoside analogs from readily available starting materials has been described. The key step of this protocol is the formation of sodium pyrazolo[1,5-a]pyrimidine-7-thiolate and 7-mercaptopyrazolo[1,5-a]pyrimidine derivatives via condensation of 5-amino-1H-pyrazoles with sodium 2,2-dicyanoethene-1,1-bis(thiolate) salts or 2-(dimercaptomethylene)malononitrile, respectively, under microwave irradiation, followed by coupling with halo sugars to give the corresponding purine thioglycoside analogs. The obtained purines and purines thioglycosides derivatives were evaluated in vitro against lung (A549), colon (HCT116), liver (HEPG2), and prostate (PC3) cancer cell lines. Some of these compounds (5b, 5d, 5f, and 9a–d) exhibited little potency toward the four cell lines. On the other hand, compound 5a elicited higher cytotoxicity on both prostate (PC3) and colon (HCT116), respectively, while it was found moderate on lung (A549), and inactive on liver (HEPG2). Moreover, compound 5c was found moderate with LC₅₀ values 52.0–88.9 μM for almost all the cell lines.

A novel synthesis of a new class of 2-(beta-D-ribofuranosylthio)pyridine glycosides utilizing the reactions of substituted pyridine-2(1H)-thiones and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose as starting components is described.