89649-45-6

Upstream product

• 23893-63-2 ethyl 3-phenyl-2H-azirine-2-carboxylate 
• 56176-59-1 3-pyrrolidinopent-2-ene 
• 6829-40-9 aminomalonic acid diethyl ester 
• 89649-14-9 2'-Ethyl-3'-methyl-4'-phenyl-2,3,4,5,2',3'-hexahydro-1'H-[1,2']bipyrrolyl-5'-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Regioselectivity of Pyrrole Synthesis fromm Diethyl Aminomalonate and 1,3-Diketones: Further Observations

1,3-Diketones 1 react with diethyl aminomalonate (2) in boiling acetic acid to afford ethyl 2-pyrrolecarboxylates 6.Considerable regioselectivity was noted for the following classes of diketone: 2-acylcyclohexanones 10a,b , 2-acylcyclopentanones 10c,d pyrroles 13a,b>, 1-phenyl-2-alkyl-1,3-alkanediones 17a-d , 3-phenyl-2,4-hexanedione (21a) , 1-phenyl-3-alkyl-2,4-alkanediones 24a,b , and 2,2-dimethyl-3,5-alkanediones 29a,b .The yields varied with the structural class, decreasing with increased steric hindrance.The product structure correlated with the structure of the enolized diketones in the case of the 2-acylcycloalkanones studied.

The Synthesis and Chemistry of Azolenines. Part 2. A General Synthesis of Pyrrole-2-carboxylic Acid Derivatives by the Reaction of 2H-Azirines with Enamines, and the Crystal and Molecular Structure of Ethyl 3-Phenyl-4,5,6,7-tetrahydroindole-2-carboxylate

A new general synthesis of 1H-pyrrole-2-carboxylic acid derivatives is described.Reaction between appropriately substituted 2H-azirines and enamines gives a mixture of 2,3- and 3,4-dihydropyrroles, which on acid treatment yields the title compounds in mod