80965-18-0

Upstream product

• 67-56-1 methanol 
• 80965-17-9 C₁₉H₁₆Br₂NO₅^(1-)*Na⁽¹⁺⁾ 
• 7697-46-3 phenyl(1H-pyrrol-2-yl)methanone 
• 50372-61-7 2,3-dibromo-5-benzoylpyrrole 

Downstream Products

• 84023-60-9 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid 
• 80965-19-1 methyl 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1-carboxylate 
• 80965-20-4 dimethyl 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1,1-dicarboxylate 
• 74103-06-3 Ketorolac 

Relevant academic research and scientific papers

Processes for preparing 5-benzoyl-7-halo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acids

5-benzoyl-7-halo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acids, represented by the formula STR1 and the pharmaceutically acceptable non-toxic esters and salts thereof, wherein: R is hydrogen or lower alkyl; X is hydrogen, lower alkyl, lower alkoxyl, lower alkoxycarbonyl, carboxyl, lower alkylcarbonyl, sulfonic acid, sulfonic acid alkyl ester, fluoro, chloro, or bromo; and Y is chloro or bromo, which are novel, and 5-benzoyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acids which are represented by the formula STR2 wherein X and R are as above defined except that X cannot be chloro or bromo, are prepared by decarboxylation of the corresponding 1,1 dicarboxylates. Intermediates in said preparation are also disclosed.

Novel Syntheses of 5-Aroyl-1,2-dihydro-3H-pyrrolopyrrole-1-carboxylic Acids

A fundamentally new approach to the synthesis of the title compounds was devised in which the crucial step was the intramolecular displacement of methanesulfinate ion or bromide ion by the sodium enolates of properly disposed substituted malonate esters such as 13a-13c and 20.As integral parts of the above process, a new four-carbon alkylation of the pyrrole nitrogen atom, a novel synthesis of 2-(methylthio)pyrroles, and the use of the dimethylsulfonium moiety as meta directing group in the pyrrole system were developed.