Palladium catalyzed Suzuki–Miyaura, Stille, and Sonogashira coupling reactions are reported for the electron-deficient heterocyclic scaffold 3, 5-dichloro-4 H-1, 2, 6-thiadiazin-4- one (1). Furthermore, 3, 5-di (thien-2-yl)-4 H-1, 2, 6-thiadiazin-4-one (7m) is further elaborated to afford the tetrathienyl 3, 5-bis [(2, 2′-bithien)-5-yl]-4 H-1, 2, 6-thiadiazin-4-one (9). All compounds are fully characterized.
