65477-49-8

Upstream product

• 762-42-5 dimethyl acetylenedicarboxylate 
• 16483-98-0 2,3-diphenyl-2H-azirine 
• 1484-50-0 desyl bromide 
• 57736-10-4 (Z)-1,2-diphenylethanone oxime 
• 631-61-8 ammonium acetate 
• 134-81-6 benzil 
• 26306-06-9 (E)-benzyl phenyl ketoxime 

Downstream Products

• 1240491-58-0 1-tert-butyl 2,3-dimethyl 4,5-diphenyl-1H-pyrrole-1,2,3-tricarboxylate 

Relevant academic research and scientific papers

Development of a gold-multifaceted catalysis approach to the synthesis of highly substituted pyrroles: Mechanistic insights via Huisgen cycloaddition studies

A novel gold-catalyzed method for the regioselective synthesis of highly substituted pyrroles directly from oximes and alkynes was developed via independent optimization of two key steps of the process. Importantly, a cationic gold(I) species was shown to activate multiple steps along the reaction pathway and therefore act as a multifaceted catalyst. Initial gold-promoted addition of the oxime oxygen to the activated alkyne afforded the O-vinyloxime in situ. The O-vinyloxime was subsequently transformed into the pyrrole via a gold-catalyzed tautomerization, [3,3]-sigmatropic rearrangement, and cyclodehydration process. Notably, this method provides a functional group handle in the form of an ester at the 3/4-position for further exploitation. The proposed mechanistic pathway is supported by a novel application of the Huisgen cycloaddition click reaction, which was used to probe the relative stability of substituted O-vinyloximes. The intermediacy of N-alkenylhydroxylamine O-vinyl ethers and imino ketones or imino aldehydes along the reaction pathway were determined by high-temperature 1H, 2H{1H}, and 13C{1H} NMR experiments. X-ray crystallographic evidence was used to further support the mechanistic hypothesis.

Gold-catalysed rearrangement of O-vinyl oximes for the synthesis of highly substituted pyrroles

O-Vinyl oximes were synthesised from the reaction of oximes with activated alkynes and subsequently rearranged using gold catalysis to afford highly substituted pyrroles in an efficient and regiocontrolled process. Additionally, pyrroles were formed direc

Efficient route for the synthesis of highly substituted pyrroles

A mild and efficient synthesis of highly substituted pyrroles using the reaction of triphenylphosphine, -diketone, ammonium acetate, and dialkyl acetylenedicarboxylates is described. Copyright Taylor & Francis Group, LLC.

Synthesis of highly substituted pyrroles via nucleophilic catalysis

Figure presented. A nucleophilic catalysis method providing a concise synthesis of di-, tri-, and tetrasubstituted pyrroles is described. This regioselective one-pot method relies on nucleophilic catalysis of the intermolecular addition of oximes to activ

Synthesis of substituted pyrroles from N-vinylic phosphazenes derived from β-amino acids and α-bromo ketones

Synthesis of di-, tri- and tetrasubstituted pyrroles by reaction of Nvinylic phosphazenes derived from β-amino acids with α-bromo ketones is described.

Antiinflammatory 4,5-diaryl-α-polyfluoroalkyl-1H-pyrrole-2-methanols and method for use thereof

4,5-Diaryl-α-polyfluoroalkyl-1H-pyrrole-2-methanols, such as 4,5-bis (4-fluorophenyl)-α, α-bis (trifluoromethyl)-1H-pyrrole-2-methanol, are useful in treatment of inflammation and relieving pain.

Transition Metal Catalyzed Addition Reactions of 3-Phenyl-2H-azirines and Alkyl Acetylene Carboxylates

In the presence of molybdenum hexacarbonyl, the 3-phenyl-2H-azirines 1 and 7 react with alkyl acetylene carboxylates 2 via the cleavage of the C,N-double bond to give 2H-pyrroles 5 or pyrrole 9 (Table), whose structures were deduced from the spectra data,

Anti-inflammatory 4,5-diaryl-α-(polyfluoroalkyl)-1H-pyrrole-2-methanamines

4,5-Diaryl-α-(polyfluoroalkyl)-1H-pyrrole-2-methanamines such as 4,5-bis(4-fluorophenyl)-αα-bis-(trifluoromethyl)-1H-pyrrole-2-methanamine, useful in treatment of inflammation.

Antiinflammatory 4,5-diaryl-2-(substituted-thio)pyrroles and their corresponding sulfoxides and sulfones

Antiinflammatory 4,5-diaryl-2-(substituted-thio)pyrroles and their corresponding sulfoxides and sulfones, useful for treating arthritis and related diseases.

Antiinflammatory 4,5-diaryl-α,α-bis(polyfluoromethyl)-1H-pyrrole-2-methanethiols

4,5-Diaryl-α,α-bis(polyfluoromethyl)-1H-pyrrole-2-methanethiols, such as 4,5-bis(4-fluorophenyl)-α, α-bis(trifluoromethyl)-1H-pyrrole-2-methanethiol, useful in treatment of inflammation.