1619236-70-2

Upstream product

• 501-60-0 (E)-4,4'-dimethylazobenzene 
• 94-36-0 dibenzoyl peroxide 
• 106-49-0 p-toluidine 
• 100-63-0 phenylhydrazine 

Relevant academic research and scientific papers

Palladium-Catalyzed sp2 C-H Arylation of Azoarenes with Arylhydrazines

Transition-metal-catalyzed direct functionalization of C-H bonds is important for new compound synthesis, but usually needs special reagents and harsh conditions. With the aid of an azo directing group, the palladium-catalyzed ortho-sp2 C-H bond activation of azoarenes with hydrazines has been explored. In the reaction, the Pd catalyst reacts with azobenzene to form a palladacyclic intermediate, which reacts with a phenyl radical generated from phenylhydrazine under heating and oxygen to produce a PdIV or PdIII intermediate. This finally undergoes reductive elimination to give the ortho-arylated products with the release of the PdII catalyst. This reaction provides a novel access to ortho-aryl azoarenes under mild conditions in high yield. Helpful hydrazines: With the aid of an azo directing group, the palladium-catalyzed ortho-sp2 C-H bond activation of azoarenes with hydrazines has been explored. The catalyst reacts with azobenzene to form a palladacyclic intermediate, which reacts with a phenyl radical generated from phenylhydrazine produce a PdIV or PdIII intermediate. This undergoes reductive elimination to give the ortho-arylated products and regenerate the catalyst. This reaction provides a novel access to ortho-aryl azoarenes under mild conditions in high yield.

Palladium-catalyzed ortho-functionalization of azoarenes with aryl acylperoxides

With the aid of an azo directing group, Pd-catalyzed ortho-sp2 C-H bond activation/functionalization of azoarenes with aryl acyl peroxides has been explored. This transformation provides easy access to regioselectively introducing acyloxyl and aryl groups into azoarenes by simply changing the reaction temperature and solvent. This journal is the Partner Organisations 2014.