Access to (Hetero) arylated Selenophenes via Palladium-catalysed Stille, Negishi or Suzuki Couplings or C-H Bond Functionalization Reaction

Aymen Skhiri (1, 2) , Ridha Ben Salem (2) , Jean-François Soulé (1) , Henri Doucet (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 Université de Sfax - University of Sfax

(Hetero) aryl-substituted selenophenes exhibit important physical properties especially for optoelectronics. Palladium-catalysed coupling reactions currently represent the most efficient methods to prepare such (hetero) arylated selenophene derivatives. Initially, Stille coupling was the most efficient reaction for the synthesis of these compounds; however, over the last decade, Suzuki coupling has become the most commonly employed. Recently, Pd-catalysed arylation via the C-H bond activation of selenophenes has proved to be a very convenient alternative method for the preparation of several arylated selenophenes as there is no need to prepare organometallic derivatives. In this Review, the progress and substrate scope in the synthesis of both C2-and C3-arylated selenophenes via Pd-catalysis are summarized.

Keywords: coupling; selenophenes; c-h activation; arylated; palladium

Domains: Chemical Sciences; Catalysis

Aymen Skhiri, Ridha Ben Salem, Jean-François Soulé, Henri Doucet. Access to (Hetero) arylated Selenophenes via Palladium-catalysed Stille, Negishi or Suzuki Couplings or C-H Bond Functionalization Reaction. ChemCatChem, 2017, 9 (15), pp.2895--2913. ⟨10.1002/cctc.201700256⟩. ⟨hal-01578539⟩