Palladium catalyzed C-C coupling reactions of 3,5-dichloro-4 H -1,2,6-thiadiazin-4-one

Abstract

Palladium catalyzed Suzuki-Miyaura, Stille, and Sonogashira coupling reactions are reported for the electron-deficient heterocyclic scaffold 3,5-dichloro-4H-1,2,6-thiadiazin-4-one (1). Furthermore, 3,5-di(thien-2-yl)-4H- 1,2,6-thiadiazin-4-one (7m) is further elaborated to afford the tetrathienyl 3,5-bis[(2,2′-bithien)-5-yl]-4H-1,2,6-thiadiazin-4-one (9). All compounds are fully characterized. © 2011 American Chemical Society.