52179-71-2

Usage

Structure

A pyrrole derivative with a 2-phenyl group attached to the carbon atom

Uses

As an intermediate in the synthesis of various pharmaceuticals and organic compounds

Potential properties

Anti-inflammatory and anti-cancer properties

Versatility

A versatile building block in organic chemistry used in the production of a wide range of fine chemicals.

Upstream product

• 89730-97-2 3-Tricyanovinyl-2-phenyl-Δ2-pyrrolin 
• 52179-68-7 (E)-3-(3-Phenyl-2H-azirin-2-yl)-propenal 
• 700-91-4 2-phenyl-1-pyrroline 
• 124647-49-0 N-(hydroxy-2' ethyl) amino-3 phenyl-3 propenoate d'ethyle 

Relevant academic research and scientific papers

Transition metal catalyzed ring opening reactions of 2-phenyl-3-vinyl substituted 2H-azirines

Treatment of 2-phenyl-3-vinyl-substituted 2H-azirines with Grubbs' catalyst induces a clean rearrangement and affords products derived from carbon-nitrogen bond cleavage of the 2H-azirine ring. However, when the reaction was carried out using Wilkinson's catalyst in an alcoholic solvent, the only product obtained in high yield corresponded to an α,β-unsaturated oxime.

SYNTHESE DE PYRROLES ET D'OXAZOLES PAR PYROLYSE DE N-(HYDROXY-2' ETHYL) AMINO-3 PROPENOATE

The gas phas pyrolysis of various N-(2'-hydroxyethyl)-3-amino propenoates 1-6 and N-(2'-hydroxy-2'-phenyl ethyl)-3-amino propanoate 7-9 at 390 deg C-420 deg C leads respectively to formylpyrroles 11-16 and benzoylpyrroles 17-19 and, in some cases, to substituted oxazoles 36-39.The results are best explained by the intermediate formation of a dicarbonyl derivative followed either by an intramolecular thermal crotonisation or a six ? electrocyclization of an azomethine ylide.