83727-08-6

Upstream product

• 5617-70-9 cycl-isopropylidene cyclopropane-1,1-dicarboxylate 
• 80965-00-0 2-(methylthio)-5-benzoylpyrrole 
• 53391-61-0 2-methylthiopyrrole 
• 611-74-5 N,N-dimethylbenzamide 

Downstream Products

• 80965-04-4 [1-[2-(4,6-dioxo-2,2-dimethyl-1,3-dioxan-5-yl)ethyl]-2-(methanesulfonyl)-5-(benzoyl)]-pyrrole 
• 80965-05-5 2-[2-(2-Benzoyl-5-methanesulfonyl-pyrrol-1-yl)-ethyl]-malonic acid dimethyl ester 
• 80965-08-8 dimethyl 5-benzoyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1,1-dicarboxylate 
• 80965-09-9 5-benzoyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid methyl ester 
• 74103-06-3 Ketorolac 
• 225502-94-3 8,8-dimethyl-3-methylsulfanyl-11-phenyl-4,5-dihydro-11H-7,9,10-trioxa-3a-aza-benzo[a]cyclopenta[e]cycloocten-6-one 

Relevant academic research and scientific papers

An anomalous preparing of a tetrahydro-2H-oxocine fused pyrrole derivative and its acid-catalyzed rearrangement

Condensation of 5-methylthio-2-benzoylpyrrole (1) with spiro[2.5]-5,7- dioxa-6,6-dimethyloctane-4,8-dione (3) using excess mount of Nail in DMF gave an anomalous tetrahydro-2H-oxocine fused pyrrole (10), which then undergoes an acid-catalyzed rearrangement in refluxing toluene/methanol (10:1, v/v) to afford the unexpected anti-aromatic compounds (15 and 16).

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.