52179-74-5

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 4682, 1975 DOI: 10.1021/ja00849a034

InChI:InChI=1/C11H9NO/c13-8-10-6-7-11(12-10)9-4-2-1-3-5-9/h1-8,12H

Upstream product

• 3042-22-6 2-phenyl-1H-pyrrole 
• 67-66-3 chloroform 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 52179-68-7 (E)-3-(3-Phenyl-2H-azirin-2-yl)-propenal 
• 68-12-2 N,N-dimethyl-formamide 
• 1350808-68-2 C₃₁H₂₄N₂O 
• 1350808-69-3 C₃₂H₂₄N₂O₂ 
• 1350808-70-6 C₃₁H₂₄N₂ 
• 1350808-45-5 C₁₂H₁₀N₂ 
• 3453-00-7 diethyl benzoylmethylphosphonate 
• 108-86-1 bromobenzene 
• 896712-06-4 5-phenyl-1-vinyl-1H-pyrrole-2-carbaldehyde 
• 936331-74-7 C₁₂H₁₁NO₃ 

Downstream Products

• 1204655-11-7 N-[(5-phenyl-1H-pyrrol-2-yl)methylene]benzene-1,2-diamine 
• 1309456-71-0 2-cyclohexylmethyl-5-phenylpyrrole 
• 1309456-75-4 (+)-(R)-5-pentyl-2-phenyl-1-pyrroline 
• 1309456-76-5 (-)-(R)-5-isobutyl-2-phenyl-1-pyrroline 
• 1309456-77-6 (-)-(R)-5-cyclohexylmethyl-2-phenyl-1-pyrroline 
• 1309456-69-6 2-pentyl-5-phenyl-1H-pyrrole 
• 1309456-70-9 2-isobutyl-5-phenyl-1H-pyrrole 

Relevant academic research and scientific papers

Exploring the influence of steric hindrance and electronic nature of substituents in the supramolecular arrangements of 5-(substituted phenyl)-2-formylpyrroles

A family of 5-(substituted phenyl)-2-formylpyrrole compounds, exhibiting different electronic and steric features at the phenyl ring, was synthesised through the formylation reaction of the corresponding 2-(substituted phenyl)pyrrole precursors, using Vil

Isomer-Specific Hydrogen Bonding as a Design Principle for Bidirectionally Quantitative and Redshifted Hemithioindigo Photoswitches

A new class of bidirectionally quantitative photoswitches based on the hemithioindigo (HTI) scaffold is reported. Incorporation of a pyrrole hydrogen-bond donor leads to a bathochromic shift allowing for quantitative bidirectional isomerization. Additionally, extending conjugation from the electron-rich pyrrole results in quantitative visible-light photoswitches, as well as photoswitches that isomerize with red and near-infrared light. The presence of the hydrogen bond leading to the observed redshift is supported by computational and spectroscopic evidence.

2,4-Imidazolinedione heterocyclic derivative, and preparation method and use thereof

The invention belongs to the field of chemical medicines, and concretely relates to a 2,4-imidazolinedione heterocyclic derivative, and a preparation method and a use thereof. The structure of the 2,4-imidazolinedione heterocyclic derivative is represented by formula I. The invention also provides the preparation method and the use of the 2,4-imidazolinedione heterocyclic derivative. The 2,4-imidazolinedione heterocyclic derivative has a good inhibition effect on Pim-1 protein kinase micro-molecules, and has important exploitation application prospect.

Highly enantioselective partial hydrogenation of simple pyrroles: A facile access to chiral 1-pyrrolines

A highly enantioselective Pd-catalyzed partial hydrogenation of simple 2,5-disubstituted pyrroles with a Bronsted acid as an activator has been successfully developed, providing chiral 2,5-disubstituted 1-pyrrolines with up to 92% ee.

Direct synthesis of pyrroles via a silver-promoted three-component reaction involving unusual imidazole ring opening

A novel silver-promoted three-component reaction toward the synthesis of multifunctionalized pyrroles has been developed. This reaction involves an unusual imidazole ring decomposition, presumably via 1,5-isomerization and subsequent hydrolysis.

A general synthesis of substituted formylpyrroles from ketones and 4-formyloxazole

A novel two-step synthesis of substituted 2-formylpyrroles Is described. Aldol adducts of ketones and 4-formyloxazole undergo a dehydration/ oxazote hydrolysis/cyclization cascade on sequential treatment with MsCl/Et3N and aqueous NaOH to yield

Expedient synthesis of 1-vinylpyrrole-2-carbaldehydes

1-Vinylpyrrole-2-carbaldehydes and 1-vinyl-4,5-dihydrobenzo[g]indole-2-carbaldehyde were synthesized in 56-91% yields from their 1-vinyl derivatives by a modified Vilsmeier-Haack reaction. A low temperature (-78 °C) is required to avoid removal of the N-v

Transition metal catalyzed ring opening reactions of 2-phenyl-3-vinyl substituted 2H-azirines

Treatment of 2-phenyl-3-vinyl-substituted 2H-azirines with Grubbs' catalyst induces a clean rearrangement and affords products derived from carbon-nitrogen bond cleavage of the 2H-azirine ring. However, when the reaction was carried out using Wilkinson's catalyst in an alcoholic solvent, the only product obtained in high yield corresponded to an α,β-unsaturated oxime.

SYNTHESE DE PYRROLES ET D'OXAZOLES PAR PYROLYSE DE N-(HYDROXY-2' ETHYL) AMINO-3 PROPENOATE

The gas phas pyrolysis of various N-(2'-hydroxyethyl)-3-amino propenoates 1-6 and N-(2'-hydroxy-2'-phenyl ethyl)-3-amino propanoate 7-9 at 390 deg C-420 deg C leads respectively to formylpyrroles 11-16 and benzoylpyrroles 17-19 and, in some cases, to substituted oxazoles 36-39.The results are best explained by the intermediate formation of a dicarbonyl derivative followed either by an intramolecular thermal crotonisation or a six ? electrocyclization of an azomethine ylide.