131786-25-9

Upstream product

• 89330-88-1 trimethyl 2-phenyl-5-(4'-cyanophenyl)-3-pyrroline-2,3,4-tricarboxylate 
• 762-21-0 acetylenedicarboxylic acid diethyl ester 
• 82461-26-5 methyl N-p-cyanobenzylidenephenylglycinate 
• 762-42-5 dimethyl acetylenedicarboxylate 

Relevant academic research and scientific papers

X=Y-ZH compounds as potential 1,3-dipoles. Part 30. Cycloaddition of arylidene imines of α-amino esters to acetylenic dipolarophiles and pyrrole forming rearrangements

Arylidene imines of α-amino esters undergo cycloaddition to ethyl phenylpropiolate, methyl propiolate and dimethyl acetylenedicarboxylate (ADE) on heating in toluene (110°C)or o-xylene (135- 145°C). The reactions proceed via stereospecific azomethine ylid

REACTION OF Δ3-PYRROLINES WITH DIMETHYL ACETYLENEDICARBOXYLATE. A NOVEL PYRROLE FORMING REARRANGEMENT

Reaction of arylidene imines of methyl phenylglycinate with 2 moles of dimethyl acetylenedicarboxylate (ADE) leads, via an intermediate Δ3-pyrroline, to loss of the original methyl phenylglycinate moiety and formation of 2-aryl-3,4,5-tricarbo methoxypyrroles.