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• 591-50-4 iodobenzene 
• 56475-87-7 3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Thermal Reactions of N-Acyl Phenylcyclobutylimines

Flash vacuum thermolysis of the parent and phenyl substituted N-acyl cyclobutylimines 3 was under investigation. At 500 °C and 0.01 torr, 3d with phenyl group on C-1 and 3e with phenyl group on C-2 of cyclobutane ring underwent ring expansion processes to produce N-acyl 1,2,3,4-tetrahydropyridines 8d and 8e. Meanwhile the parent N-acyl cyclobutylimines 3a together with the phenyl group on C-3 (3c) and imine carbon (3b) proceeded a hydrogen shift reaction to afford N-acylaminomethylenecyclobutanes 8a-c. In addition, cycloreversion competed with ring expansion or hydrogen shift in all cases.

Regioselective Palladium-Catalyzed Tandem α-Arylation/Isomerization of Cyclic Enamides

Palladium-catalyzed reactions of aryl iodides with the cyclic enamides 1-(methoxycarbonyl)-1,4,5,6-tetrahydropyridine (1), 1-formyl-1,4,5,6-tetrahydropyridine (2), and 1-formyl-2-pyrroline (3) result in regioselective α-arylation, with concomitant isomerization of the double bond into conjugation with the nitrogen atom.The new enamides 1-(methoxycarbonyl)-2-aryl-1,2,3,4-tetrahydropyridines (4), 1-formyl-2-aryl-1,2,3,4-tetrahydropyridines (5), and 1-formyl-5-phenyl-2-pyrroline (6a) were isolated in various yields.The migration of the double bond is affected (a) by an amino group in the ortho position of the aryl iodide; (b) by the presence of silver salts; and (c) partly by a 4-methyl group in the tetrahydropyridine ring.In these cases the allylic compounds 2-aryl-1,2,5,6-tetrahydropyridines (10a,b and 13) are formed.