Abstract: The combination of cyclization reactions of thiadiazoles and benzothiazoles with Pd-catalyzed cross-coupling reactions provided a convenient synthesis of annulated, fluorinated and non-fluorinated heterocycles, such as 1,3,4-thiadiazolo[3,2-a]pyrimidin-5-ones, benzothiazolo[3,2-a]pyridimidin-4-ones, benzothiazolo[2,3-b]quinazolin-12-ones and thiadiazolo[2’,3’:2,3]-imidazo[4,5-b]indoles. The inhibitory activity of the products against Nucleotide pyrophosphatases (NPPs), Alkaline phosphatases (APs), Ectonucleoside triphosphate diphosphohydrolases (NTPDs), Cervical cancer cells (HeLa) and Monoamine oxidases (MAO) were studied experimentally and further elucidated by docking studies. As a result, several heterocycles were identified as privileged core structures and compounds of each series were identified as lead structures for further investigations.

Review: Vietnam J. Chem. 2025, 1-11, DOI: 10.1002/vjch.70029.

Period of investigation: 2011 - today

Keywords: cross-coupling; cyclizations; 1,3-dicarbonyl compounds; heterocycles; regioselectivity