16206-35-2

Usage

Molecular Weight

223.28 g/mol The molecular weight is the mass of one mole of the compound, calculated by adding the atomic weights of all the atoms in the molecule.

Structure

1H-Pyrrole, 2-methyl-3,5-diphenylThe structure of the compound is a pyrrole ring with a methyl group at the 2-position and phenyl groups at the 3 and 5-positions.

Class

Pyrrole Derivatives The compound belongs to the class of pyrrole derivatives, which are heterocyclic aromatic compounds with a pyrrole ring.

Aromaticity

Heterocyclic Aromatic Compound The compound is an aromatic compound, which means it has a stable, delocalized electron structure.

Potential Applications

Organic Synthesis, Pharmaceuticals The compound has been studied for its potential applications in various fields, including organic synthesis and pharmaceuticals.

Handling Precautions

Potential Hazards and Risks It is important to handle 1H-Pyrrole, 2-methyl-3,5-diphenyl- with care, as it may have potential hazards and risks associated with its handling and use.

Upstream product

• 94-41-7 benzalacetophenone 
• 16717-64-9 1-azidostyrene 
• 103-79-7 1-phenyl-acetone 
• 53778-26-0 3,5-diphenyl-1H-pyrrole-2-carboxylic acid ethyl ester 
• 75-04-7 ethylamine 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 83188-10-7 1,3-diphenyl-1,4-pentanedione 
• 6277-76-5 4-nitro-1,3-diphenyl-pentan-1-one 
• 201230-82-2 carbon monoxide 
• 3042-21-5 2-methyl-5-phenyl-1H-pyrrole 

Downstream Products

• 28172-29-4 3-methyl-3,5-diphenyl-1,3-dihydropyrrol-2-one 

Relevant academic research and scientific papers

A MILD REDUCTION OF ALIPHATIC NITRO COMPOUNDS TO IMINES FOR FURTHER IN SITU REACTIONS : A SIMPLE SYNTHESIS OF PYRROLES

Tributylphosphine-diphenyldisulphide reduces nitroalkanes to imines which can be trapped intramolecularly to give pyrroles.

Base-Promoted Oxidative Dearomatization of Pyrroles to 4-Pyrrolin-2-ones

A base-promoted oxidative dearomatization of substituted pyrroles for the synthesis of 3,3-disubstituted 4-pyrrolin-2-ones under mild reaction conditions is described. A cascade aerobic oxidation/semipinacol rearrangement reaction was involved, and the desired products bearing a quaternary carbon center were efficiently prepared using molecular oxygen (O2) as an ideal oxidant. (Figure presented.).

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.

A short synthesis of 2,3,5-Trisubstituted pyrroles by an alkylation/dehydrocyanation sequence

2,3,5-Trisubstituted pyrroles were prepared in a one-pot procedure from readily available 3,5-disubstituted 3,4-dihydro-2H-pyrrole-2-carbonitriles by an alkylation/dehydrocyanation sequence. The method was also applied to α,ω-dihaloalkanes to furnish dipyrroles tethered with an alkyl spacer.

Copper-catalyzed C(sp3)-H functionalization of ketones with vinyl azides: synthesis of substituted-1H-pyrroles

Copper-catalyzed C(sp3)-H functionalization of ketones with vinyl azides for the synthesis of substituted pyrroles has been developed. The method is a straightforward and efficient way to access a series of 2,3,5-trisubstituted-1H-pyrroles in modest to excellent yields with broad functional group tolerance under mild conditions.

Synthesis of multisubstituted 1H-pyrrole: Selenium-catalyzed reaction of γ-nitro substituted carbonyl compounds and carbon monoxide

The novel and efficient selenium-catalyzed reductive N-heterocyclization of γ-nitro substituted carbonyl compounds with carbon monoxide has been developed. Various multisubstituted 1H-pyrroles can be easily prepared by this protocol. The one-pot synthesis

ω-Heteroarylalkylcarbamates as inhibitors of fatty acid amide hydrolase (FAAH)

Fatty acid amide hydrolase (FAAH) is a serine hydrolase that terminates the analgetic and anti-inflammatory effects of endocannabinoids such as anandamide. Herein we describe structure-activity relationship studies on a new series of ω-heteroarylalkylcarb

Palladium-catalyzed C-H arylation of 2,5-substituted pyrroles

The palladium-catalyzed direct arylation of 2,5-substituted pyrrole derivatives with diaryliodonium salts to generate tri-, tetra-, and penta-substituted pyrrole products is described. The scope and limitations of these transformations are also reported.

Enone-alkyne reductive coupling: A versatile entry to substituted pyrroles

The reductive coupling of enones or enals with alkynes, followed by olefin oxidative cleavage and Paal-Knorr cyclization, provides a versatile entry to a variety of pyrrole frameworks. A number of limitations of alternate entries to the requisite 1,4-dica

Pyrroles and indolizidines from deprotonated α-(alkylideneamino) nitriles

Their ready availability from simple starting materials in only two synthetic steps and their versatility as building blocks for the construction of highly substituted amines and N-heterocycles renders α-(alkylideneamino) nitriles useful synthetic intermediates. Herein, short syntheses of tri- and tetrasubstituted pyrroles including the northern half of the HMG-CoA reductase inhibitor atorvastatin as well as an access to 3-substituted indolizidines will be described. Georg Thieme Verlag Stuttgart - New York.