89649-52-5

Upstream product

• 65939-64-2 (±)-diethyl 3,5-diphenyl-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate 
• 1292310-23-6 methyl 2,5-dioxo-3,5-diphenylpentanoate 
• 23652-90-6 3-amino-1-phenylbut-2-en-1-one 
• 18709-45-0 methyl 3-phenyl-2H-azirine-2-carboxylate 
• 80012-16-4 3-amino-1,3-diphenyl-2-propene-1-onate 
• 14032-96-3 3-amino-1-phenyl-2-propen-1-one 
• 22979-35-7 Methyl phenyldiazoacetate 
• 95276-54-3 cyano-2 oxo-5 diphenyl-3,5 pentanoate de methyle 
• 94-41-7 benzalacetophenone 
• 3433-56-5 1-(1-phenylvinyl)pyrrolidine 
• 91307-93-6 3,5-diphenyl pyrrole-1,2-dicarboxylate de diethyle 

Downstream Products

• 3274-56-4 2,4-diphenylpyrrole 
• 100784-98-3 3,5-diphenyl-1H-pyrrole-2-carboxylic acid 

Relevant academic research and scientific papers

Copper-catalyzed carbene insertion and ester migration for the synthesis of polysubstituted pyrroles

Copper-catalyzed carbene insertion/ester migration/cyclization of enaminones and α-diazo compounds occurred efficiently to afford 2-ester polysubstituted pyrroles under mild conditions in moderate-to-good yields. Substituent functionality was well tolerated and13C-labelled experiments demonstrated 1,2-ester migration during the reaction.

Synthesis of 2,2′-dipyrryl ketones from pyrrole-2-carboxylic acids with trifluoroacetic anhydride

An efficient synthesis of 2,2′-dipyrryl ketones has been carried out from pyrrole-2-carboxylic acids using trifluoroacetic anhydride (TFAA). Simultaneous generation of both mixed anhydride and 2-unsubstituted pyrrole, via facile decarboxylation with in-si

Facile regiocontrolled three-step synthesis of poly-substituted furans, pyrroles, and thiophenes: Consecutive michael addition of methyl cyanoacetate to α,β-enone, CuI-mediated aerobic oxidation, and acid-catalyzed paal-knorr synthesis

An efficient synthesis of poly-substituted furans, pyrroles, and thiophenes was carried out in a regiocontrolled manner via a three-step process; (i) conjugate addition of methyl cyanoacetate derivatives to α,β-enones, (ii) CuI-mediated aerobic oxidation,

Ambivalent role of metal chlorides in ring opening reactions of 2H-azirines: Synthesis of imidazoles, pyrroles and pyrrolinones

2H-Azirines were found to react with imines, enaminones and enaminoesters in the presence of metal salts. Imidazoles, pyrroles and new pyrrolinones derivatives are isolated in good overall yields. The role of metal salts was investigated as they can act as Lewis acids or electron donors. Mechanisms are proposed suggesting that imidazoles arise from addition of azirine to imines via radical or ionic mechanism; pyrroles and pyrrolinones are obtained from azirines with enamino derivatives when the salt acts as a Lewis acid. In the latter case the properties of the metallic compound influence the reaction regioselectivity.

Solvent-free thermal and microwave-assisted [3 + 2] cycloadditions between stabilized azomethine ylides and nitrostyrenes. An experimental and theoretical study

(Chemical Equation Presented)The stereochemical outcomes observed in the thermal and microwave-assisted [3 + 2] cycloaddition between stabilized azomethine ylides and nitrostyrenes have been analyzed using experimental and computational approaches. It has

Double diastereoselectivite de la cycloaddition dipolaire-1,3 d'ylures d'azomethine cycliques substitues

Seven derivatives of methyl 5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylates 1 were synthesized.These compounds are precursors of pentagonal cyclic azomethine ylides, the two sides of which are diastereotopic.The 1,3-dipolar species react with N-methyl and

The Synthesis and Chemistry of Azolenines. Part 4. Preparation and Rearrangement of some 3,5-Diaryl-2H-pyrrole-2,2-dicarboxylic Esters

Oxidation of diethyl 3,5-diaryl-3,4-dihydro-2H-pyrrole-2,2-dicarboxylates (3) with chloranil in refluxing xylene gives not the 3,5-diaryl-2H-pyrrole-2,2-dicarboxylates (4) as reported by an earlier group, but instead the rearranged, isomeric, 1H-pyrrole-1,2-dicarboxylates (5). 2H-Pyrroles (4) may be obtained from the dihydropyrroles (3) using DDQ in benzene at room temperature; they rearrange to the isomers (5) in boiling xylene via an acyl -sigmatropic shift from carbon to nitrogen, a novel process in the 2H-pyrrole series.Thermal analyses indicate that the rearrangement is concerted with negligible charge separation in the transition state.Other novel 3,5-diaryl-1H-pyrrole-2-carboxylic acid derivatives are described.

The Synthesis and Chemistry of Azolenines. Part 2. A General Synthesis of Pyrrole-2-carboxylic Acid Derivatives by the Reaction of 2H-Azirines with Enamines, and the Crystal and Molecular Structure of Ethyl 3-Phenyl-4,5,6,7-tetrahydroindole-2-carboxylate

A new general synthesis of 1H-pyrrole-2-carboxylic acid derivatives is described.Reaction between appropriately substituted 2H-azirines and enamines gives a mixture of 2,3- and 3,4-dihydropyrroles, which on acid treatment yields the title compounds in mod