100784-89-2

Usage

Structure

Ethyl ester derivative of 1H-Pyrrole-2-carboxylic acid containing a pyrrole ring with a phenyl and a 4-methylphenyl group attached to it.

Usage

Commonly used in the pharmaceutical industry as a building block for the synthesis of various heterocyclic compounds.

Applications

Potential applications in drug discovery and medicinal chemistry due to its structural features and potential biological activities.

Importance

Important in the development of new drugs and therapeutic agents for various diseases.

Upstream product

• 536-74-3 phenylacetylene 
• 623-33-6 glycine ethyl ester hydrochloride 
• 14939-05-0 1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one 
• 104-87-0 4-methyl-benzaldehyde 
• 4224-87-7 4-methyl-chalcone 
• 75703-54-7 diethyl 5-phenyl-3-(p-tolyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate 

Relevant academic research and scientific papers

DBU-promoted tandem Michael-addition/cyclization for the synthesis of polysubstituted pyrroles

An efficient and transition-metal-free method for the synthesis of the structurally diversified pyrroles is described. Various α,β-unsaturated ynones reacted with N-substituted ethyl glycine ethyl ester hydrochlorides in the presence of DBU to form the co

OBO-Protected Pyruvates as Reagents for the Synthesis of Functionalized Heteroaromatic Compounds

Pd-catalyzed α-arylation of methyl-OBO-ketone (OBO = 4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl) gives rise to arylated OBO-protected pyruvates. By appropriate prefunctionalization of the aryl ring or by subsequent functionalization at the α-carbonyl p

Transition Metal-Free Synthesis of 3-Alkynylpyrrole-2-carboxylates via Michael Addition/Intramolecular Cyclodehydration

A transition metal-free and efficient method for the synthesis of 3-alkynylpyrrole-2-carboxylates from diynones and glycine esters or 2-aminoacetophenone hydrochloride has been developed. This transformation provides a large range of substituted pyrroles in good to excellent yields with the elimination of water as the only by-product. The detailed mechanistic studies elucidated that this transformation involves a Michael addition/intramolecular cyclodehydration process. (Figure presented.) .

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.