Phenyl hydrazine as initiator for direct arene C-H arylation via base promoted homolytic aromatic substitution
A simple and efficient direct radical arylation of unactivated arenes is described which uses cheap and commercially available phenyl hydrazine as an initiator. The reaction occurs through a base promoted homolytic aromatic substitution (BHAS) mechanism involving aryl radicals and aryl radical anions as intermediates and offers a practical approach for preparation of an array of substituted biaryls.
Dewanji, Abhishek,Murarka, Sandip,Curran, Dennis P.,Studer, Armido
supporting information
p. 6102 - 6105
(2014/01/06)
Stille cross-coupling reactions with tin reagents supported on ionic liquids
New ionic-liquid-supported tin reagents were synthesized and used in Stille cross-coupling reactions. High yields of biaryls were obtained under low-temperature, solvent-free, ligand-free conditions, with simple purification techniques. Moreover, the tin compound could be recycled up to five times without significant loss of reactivity. An expanded catalytic cycle for the Stille cross coupling reaction is proposed in order to explain side products that were formed under certain reaction conditions.