129625-11-2

Upstream product

• 617-54-9 citraconic acid dimethyl ester 
• 68001-26-3 fluoroborate de 2-benzoyl-1,2-dihydroisoquinaldonitrile 
• 617-53-8 mesaconic acid dimethyl ester 
• 129625-09-8 2-(1-isoquinoleinyl)-3-methyl-5-hydroxy-5-phenyl-4,5-dihydro-3H-pyrrole-trans-3,4-dicarboxylate de dimethyle 
• 129625-09-8 5-(1-isoquinoleinyl)-3-methyl-5-hydroxy-5-phenyl-4,5-dihydro-3H-pyrrole-cis-3,4-dicarboxylate de dimethyle 

Downstream Products

• 129625-16-7 5-Isoquinolin-1-yl-4-methyl-2-phenyl-1H-pyrrole-3-carboxylic acid methyl ester 
• 13355-42-5 1-(3-methyl-5-phenyl-pyrrol-2-yl)-isoquinoline 

Relevant academic research and scientific papers

Reaction de tetrafluoroborates de composes de Reissert avec des esters-α,β-ethyleniques gem-disubstitues. Rearrangement des derives du 3H-pyrrole obtenus en derives du 1H-pyrrole

3H-Pyrrole-3-carboxylic esters 8 have been prepared by reaction of suitably gem-disubstituted α,β-ethylenic esters 3 with two Reissert compound tetrafluoroborate salts.Prolonged heating in toluene converts the 3H-pyrroles 8 quantitatively into isomeric 4-

Reaction du fluoroborate de 2-benzoyl-1,2-dihydro isoquinaldonitrile avec les esters α,β-ethyleniques. II. Cas des esters olefiniques gem-disubstitues. Stereochimie des produits de condensation-rearrangement, derives du 4,5-dihydro-3H-pyrrole

The previously suggested mechanism of the condensation-rearrangement reaction of a Reissert compound hydrofluoroborate salt with reactive olefins was reexamined in the case of methyl methacrylate, itaconate, citraconate, and mesaconate.Addition of triethylamine to the reaction medium leads to the isolation of a presumed intermediate 8.Spectrometric (proton magnetic resonance) data of the compounds 8 allow us to specify their stereochemistry and in two cases to point out an isomerization equilibrium.