79499-34-6

Usage

Uses

Used in Organic Synthesis:
2-(4-methylbenzyl)-1H-pyrrole is used as a key intermediate in the synthesis of various organic compounds due to its unique structure and reactivity.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-(4-methylbenzyl)-1H-pyrrole is employed as a starting material for the development of new pharmaceuticals, leveraging its potential biological and pharmacological properties.
Used in Pharmaceutical Development:
2-(4-methylbenzyl)-1H-pyrrole is utilized as a building block in the creation of novel drug candidates, contributing to the advancement of therapeutic agents with improved efficacy and selectivity.
Used in the Synthesis of Complex Organic Molecules:
2-(4-methylbenzyl)-1H-pyrrole is also used as a versatile component in the assembly of complex organic molecules, which can have applications in various chemical and material science domains.

Upstream product

• 109-97-7 pyrrole 
• 104-81-4 4-Methylbenzyl bromide 
• 55895-62-0 2-(4-methylbenzoyl)pyrrole 
• 1003-29-8 2-pyrrole aldehyde 
• 106-38-7 para-bromotoluene 

Downstream Products

• 82892-46-4 2β-(p-methylbenzyl)-3,4β-oxidopyrrolidine 
• 82892-50-0 3β-acetoxy-4α-hydroxy-2β-(p-methylbenzyl)pyrrolidine 
• 82892-39-5 N-((benzyloxy)carbonyl)-2-(p-methylbenzyl)-3-pyrroline 
• 82892-44-2 N-((benzyloxy)carbonyl)-2β-(p-methylbenzyl)-3,4β-oxidopyrrolidine 
• 82892-42-0 N-((benzyloxy)carbonyl)-4β-hydroxy-3α-iodo-2β-(p-methylbenzyl)pyrrolidine 
• 82892-48-6 (2R,3S,4S)-3,4-Dihydroxy-2-(4-methyl-benzyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 82892-36-2 2-(p-methylbenzyl)-3-pyrroline 

Relevant academic research and scientific papers

Extended Multicomponent Reactions with Indole Aldehydes: Access to Unprecedented Polyheterocyclic Scaffolds, Ligands of the Aryl Hydrocarbon Receptor

The participation of reactants undergoing a polarity inversion along a multicomponent reaction allows the continuation of the transformation with productive domino processes. Thus, indole aldehydes in Groebke–Blackburn–Bienaymé reactions lead to an initial adduct which spontaneously triggers a series of events leading to the discovery of novel reaction pathways together with direct access to a variety of linked, fused, and bridged polyheterocyclic scaffolds. Indole 3- and 4-carbaldehydes with suitable isocyanides and aminoazines afford fused adducts through oxidative Pictet–Spengler processes, whereas indole 2-carbaldehyde yields linked indolocarbazoles under mild conditions, and a bridged macrocycle at high temperature. These novel structures are potent activators of the human aryl hydrocarbon receptor signaling pathway.

An efficient one-pot synthesis of 2-benzylpyrroles and 3-benzylindoles

One-pot regioselective benzylation of pyrroles and indoles using zirconium tetrachloride is discussed. This has been achieved by in-situ generation of di(1H-pyrrol-1-yl)zirconium(IV) chloride and di(1H-indol-1-yl)zirconium(IV) chloride. It was observed th

In Situ vinylpyrrole synthesis. Diels-alder reactions with maleimides to give tetrahydroindoles

(Chemical Equation Presented) A series of 108 tetrahydroindoles has been prepared by a one-pot synthesis from 2-alkylpyrroles, cyclic ketones, maleimides, and an acid catalyst. A 5-vinylpyrrole is formed by an acid-catalyzed condensation of a 2-alkyl-substituted pyrrole with a ketone, which is subsequently trapped in situ by a maleimide in a predominantly endo-addition Diels-Alder reaction. Isomerization of the double bond into the pyrrole ring gives a tetrahydroindole with predominant cis-fusion of the cycloalkane ring.

A General Method for the Preparation of 2-Benzylpyrroles by Modified Borohydride Reduction of Azafulvenium Salts

2-Benzylpyrroles (5a-h) can be prepared in high yield from pyrroles by reduction, with modified borohydride reagents, of the corresponding 1-azafulvenium salts (3a-h) generated in situ in the presence of excess of phosphoryl trichloride.The procedure is compatible with ester groups.

Tandem Alkylation-Reduction of 2-Acylpyrroles. Convenient One-Pot Syntheses of 2-Benzylpyrroles

Tandem alkylation-reduction of 2-acylpyrroles is described for the convenient one-pot syntheses of 2-benzylpyrroles.By this convenient procedure 2-(p-methoxybenzyl)pyrrole (2), 2-benzylpyrrole (3), 2-(p-methylbenzyl)pyrrole (4), 2-(o-methoxybenzyl)pyrrole