55368-36-0

Upstream product

• 110-61-2 butanedinitrile 
• 5467-74-3 4-Bromophenylboronic acid 
• 132665-87-3 1,4-bis-(4-bromo-phenyl)-but-2-yne-1,4-dione 
• 6332-09-8 (E)-1,4-bis(4-bromophenyl)but-2-ene-1,4-dione 
• 89108-50-9 1-(1-azidovinyl)-4-bromobenzene 

Relevant academic research and scientific papers

Syntheses of Pyrroles, Pyridines, and Ketonitriles via Catalytic Carbopalladation of Dinitriles

The first example of the Pd-catalyzed addition of organoboron reagents to dinitriles, as an efficient means of preparing 2,5-diarylpyrroles and 2,6-diarylpyridines, has been discussed here. Furthermore, the highly selective carbopalladation of dinitriles with organoboron reagents to give long-chain ketonitriles has been developed as well. Based on the broad scope of substrates, excellent functional group tolerance, and use of commercially available substrates, the Pd-catalyzed addition reaction of arylboronic acid and dinitriles is expected to be significant in future synthetic procedures.

Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones

Several pyrrole derivates with multiple aryl substituents were prepared conveniently in a one pot-reaction from but-2-ene-1,4-diones and but-2-yne-1,4-diones via hydrogenation of the carbon-carbon double bond/triple bond followed by amination-cyclization. The reaction could be performed with ammonium formate or alkyl/arylammonium formates under Pd/C in polyethylene glycol-200 (PEG-200) under microwave irradiation. Using this procedure, different aryl-substituted pyrroles were prepared. Furthermore, studies on microwave vs thermal conditions indicate faster heating under microwave conditions was responsible for rate enhancement.

One-pot synthesis of pyrrole derivatives from (E)-1,4-diaryl-2-butene-1,4-diones

2,5-Di- and 1,2,5-trisubstituted pyrrole derivatives can be prepared conveniently from (E)-1,4-diaryl-2-butene-1,4-diones in a one-pot operation through domino-pathways via palladium-assisted transfer hydrogenation followed by a Paal-Knorr reaction using ammonium formate and its analogs.

NOVEL TYPES OF TRANSFORMATIONS OF α-AZIDOSTYRENE DERIVATIVES AND 3-ARYL-2H-AZIRINES IN THE PRESENCE OF HEXACARBONYLMOLYBDENUM

The reaction of α-azidostyrene derivatives with hexacarbonylmolybdenum was found to give 2,5-diarylpyrroles and acetophenone derivatives via a complexed 1-arylvinylnitrene intermediate, while that of 3-aryl-2H-azirines gave 2,4-diarylpyrroles in addition to acetophenone derivatives and 2,5-diarylpyrazines.