131475-18-8

Upstream product

• 94-41-7 benzalacetophenone 
• 98815-39-5 (Z)-3-amino-1,3-diphenylprop-2-en-1-one 
• 131475-03-1 N-(3-oxo-1,3-diphenyl-1-propenyl)glycinonitrile 

Downstream Products

• 40872-77-3 3,5-diphenyl-1H-pyrrole-2-carbaldehyde 
• 56588-16-0 1-(3,5-diphenyl-1H-pyrrol-2-yl)-1-phenylmethanone 

Relevant academic research and scientific papers

Modular De novo Synthesis of Unsymmetrical BODIPY Dyes Possessing Four Different Aryl Substituents

A modular synthesis of unsymmetrical BODIPY dyes based on a [6π] electrocyclization to construct both pyrrole rings is presented. The products carry four aryl moieties in positions 1, 3, 5, and 7, which can be freely selected, as well as optional substitution in positions 2 and 8. The method employs acetophenones, benzaldehydes as well as glycine nitrile or glycine ethyl ester as the key building blocks.

3,4-Dihydro-2H-pyrrole-2-carbonitriles: Useful Intermediates in the Synthesis of Fused Pyrroles and 2,2′-Bipyrroles

Various heterocyclic structures containing the pyrrole moiety have been synthesized from easily accessible 3,4-dihydro-2H-pyrrole-2-carbonitriles in one-pot procedures. 5,6,7,8-Tetrahydroindolizines, 2,3-dihydro-1H-pyrrolizines as well as 6,7,8,9-tetrahydro-5H-pyrrolo[1,2-a]azepines were obtained from these precursors in high yields in an alkylation/annulation sequence. The same conditions were applied in the synthesis of a 5,8-dihydroindolizine, which could easily be transformed to the corresponding indolizine by dehydrogenation. Furthermore, oxidative couplings of 3,4-dihydro-2H-pyrrole-2-carbonitriles with copper(II)-salts furnished 2,2′-bipyrroles as well as 5,5′-bis(5-cyano-1-pyrrolines), depending on the reaction conditions. Overall, these methods give high yielding access to a variety of pyrrole-containing heterocyles in two steps from commercially available starting materials.

Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones

The cyclocondensation of enones with aminoacetonitrile furnishes 3,4-dihydro-2H-pyrrole-2-carbonitriles which can be readily converted to 2,4-disubstituted pyrroles by microwave-induced dehydrocyanation. Alternatively, oxidation of the intermediates produ

THE REACTION OF β-AMINOENONES WITH α-AMINO DERIVATIVES. SYNTHESIS OF 2-FUNCTIONALIZED PYRROLES

β-Aminoenones react with ethyl glycinate, α-aminoacetonitrile and α-aminoacetamide hydrochlorides leading to 2-fuctionalized pyrroles.Although the trans-amination is a high-yield process, the transformation of the intermediate, in both basic or thermally