13217-97-5

Upstream product

• 635-90-5 1-phenylpyrrole 
• 74-88-4 methyl iodide 
• 19509-06-9 1-methyl-3-phenylpyrrolidine 
• 65672-85-7 3-N,N-dimethyl-amino-1-phenylprop-2-ene-1-thione 
• 74869-78-6 acetal-aminal of α-phenyl-β-dimethylaminoacrolein 
• 108-94-1 cyclohexanone 
• 67-64-1 acetone 
• 55164-54-0 1,5-dihydro-1-methyl-4-phenyl-2H-pyrrol-2-one 
• 55164-56-2 1-methyl-3-phenyl-1,5-dihydro-2H-pyrrol-2-one 
• 86-34-0 phensuximide 
• 96-54-8 N-Methylpyrrole 
• 591-50-4 iodobenzene 
• 27649-43-0 3-phenyl-1H-pyrrole 
• 97382-80-4 1-methyl-3-phenyl-3-pyrroline 

Downstream Products

• 1083314-98-0 C₁₁H₈⁽²⁾H₅N 
• 1616246-79-7 N-methyl-N-(1-methyl-3-phenyl-1H-pyrrol-2-yl)benzenesulfonamide 
• 1620066-86-5 N-(2-(1-methyl-4-phenyl-1H-pyrrol-2-yl)-2-oxoethyl)methanesulfonamide 

Relevant academic research and scientific papers

Synthesis of Pyrrole Derivatives Mediated by Dicobalthexacarbonyl

Addition of α- and β-amino acid derivatives to the cobalt stabilized propargylic cation 2 gives dicobalthexacarbonyl complexes with an amino acid derivative at the propargyl position.Oxidation of the resulting complexes with Fe(III) produces propargyl ami

Arylation of indoles using cyclohexanones dually-catalyzed by niobic acid and palladium-on-carbons

3-Arylindoles were easily constructed from indoles and cyclohexanone derivatives using a combination of catalytic niobic acid-on-carbon (Nb2O5/C) and palladium-on-carbon (Pd/C) under heating conditions without any oxidants. The Lewis acidic Nb2O5/C promoted the nucleophilic addition of indoles to the cyclohexanones, and the subsequent dehydration and Pd/C-catalyzed dehydrogenation produced the 3-arylindoles. The additive 2,3-dimethyl-1,3-butadiene worked as a hydrogen acceptor to facilitate the dehydrogenation step.

Unveiling the Biocatalytic Aromatizing Activity of Monoamine Oxidases MAO-N and 6-HDNO: Development of Chemoenzymatic Cascades for the Synthesis of Pyrroles

A chemoenzymatic cascade process for the sustainable production of pyrroles has been developed. Pyrroles were synthesized by exploiting the previously unexplored aromatizing activity of monoamine oxidase enzymes (MAO-N and 6-HDNO). MAO-N/6-HDNO whole cell biocatalysts are able to convert 3-pyrrolines into pyrroles under mild conditions and in high yields. Moreover, MAO-N can work in combination with the ruthenium Grubbs catalyst, leading to the synthesis of pyrroles from diallylamines/-anilines in a one-pot cascade metathesis-aromatization sequence.

BRIDGED BICYCLIC KALLIKREIN INHIBITORS

Provided herein are kallikrein modulating compounds, pharmaceutical compositions comprising the same, and uses thereof.

β-selective C-H arylation of pyrroles leading to concise syntheses of lamellarins C and I

The first general β-selective C-H arylation of pyrroles has been developed by using a rhodium catalyst. This C-H arylation reaction, which is retrosynthetically straightforward but results in unusual regioselectivity, could result in de novo syntheses of

Structure-activity relationships in the inhibition of monoamine oxidase B by 1-methyl-3-phenylpyrroles

1-Methyl-3-phenyl-3-pyrrolines are structural analogues of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) and like MPTP are selective substrates of monoamine oxidase B (MAO-B). As part of an ongoing investigation into the substrate properties of various 1-methyl-3-phenyl-3-pyrrolinyl derivatives, it is shown in the present study that their respective MAO-B catalyzed oxidation products act as reversible competitive inhibitors of the enzyme. The most potent inhibitor among the oxidation products considered was 1-methyl-3-(4-trifluoromethylphenyl)pyrrole with an enzyme-inhibitor dissociation constant (Ki value) of 1.30 μM. The least potent inhibitor was found to be 1-methyl-3-phenylpyrrole with a Ki value of 118 μM. The results of an SAR study established that the potency of MAO-B inhibition by the 1-methyl-3-phenylpyrrolyl derivatives examined here is dependent on the Taft steric parameter (Es) and Swain-Lupton electronic constant (F) of the substituents attached to C-4 of the phenyl ring. Electron-withdrawing substituents with a large degree of steric bulkiness appear to enhance inhibition potency. Potency was also found to vary with the substituents at C-3, again with Es and F being the principal substituent descriptors.

Neurotoxicity studies with the monoamine oxidase B substrate 1-methyl-3-phenyl-3-pyrroline

The neurotoxic properties of the parkinsonian inducing agent 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) are dependent on its metabolic activation in a reaction catalyzed by centrally located monoamine oxidase B (MAO-B). This reaction ultimately l

Direct C-arylation of free (NH)-indoles and pyrroles catalyzed by Ar-Rh(III) complexes assembled in situ

Ar-Rh(III) pivalate complexes assembled in situ from the reaction of [RhCl(coe)2]2 (coe = cis-cyclooctene), [p-(CF3)C6H4]3P, and CsOPiv effectively catalyzed the direct C-arylation of free (NH)-indoles and (NH)-pyrroles in good yields and with high regioselectivity. The reaction displayed excellent functional group compatibility and low moisture sensitivity. Kinetics studies support a mechanism involving phosphine displacement by indole in complex 2 (resting state of the catalyst), followed by a rate-limiting C-H bond metalation. Copyright

New Synthesis of 3-Arylpyrroles

3-Arylpyrroles were synthesized by reduction of 3- and 4-pyrrolin-2-ones with 9-borabicyclo[3.3.1]nonane (9-BBN).

Preparation of pyrroles by dehydrogenation of pyrrolidines with manganese dioxide

The dehydrogenation of pyrrolidines by activated manganese dioxide provides a fairly general and mild method for the preparation of substituted pyrroles.