2021
DOI: 10.3390/molecules26185547
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Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines

Abstract: 1,3-Dipolar cycloaddition reactions of 2-substituted 5-R-3-nitropyridines and isomeric 3-R-5-nitropyridines with N-methyl azomethine ylide were studied. The effect of the substituent at positions 2 and 5 of the pyridine ring on the possibility of the [3+2]-cycloaddition process was revealed. A number of new derivatives of pyrroline and pyrrolidine condensed with a pyridine ring were synthesized.

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“…Pyrrolo[3,4- c ]pyridines 339 were obtained through azomethine ylide’s (formed from sarcosine and paraformaldehyde 316 ) cycloaddition with 3-nitropyridines 338 in refluxing toluene ( Scheme 111 ) [ 152 ].…”
Section: Cyclic Unsaturated 2π-electron Componentsmentioning
confidence: 99%
“…Pyrrolo[3,4- c ]pyridines 339 were obtained through azomethine ylide’s (formed from sarcosine and paraformaldehyde 316 ) cycloaddition with 3-nitropyridines 338 in refluxing toluene ( Scheme 111 ) [ 152 ].…”
Section: Cyclic Unsaturated 2π-electron Componentsmentioning
confidence: 99%