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Paper | Special issue | Vol 40, No. 1, 1995, pp.379-386
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S47
1,3-Dipolar Cycloadditions of an Aziridine via Azomethine Ylide to 2-Methylpyridazin-3(2H)-ones

Francisco Fariña, M. Victoria Martín-Ramos, and Magali Romañach

*Instituto de Química Orgánica General, C. S. I. C., Calle Juan de Cierva, 3, 28006 Madrid, Spain


The 1,3-dipolar cycloaddition of the azomethine ylide generated by thermal ring opening of dimethyl trans-1-(p-methoxyphenyl)aziridine-2,3-dicarboxylate (1) to 2-methylpyridazin-3(2H)-one (3) and its cyano (4) and ethylsulphonyl (5,6) derivatives have been carried out. The azomethine ylide (2) undergoes addition to the 4,5 C=C double bond of 2-methylpyridazinones (3-6) to afford pyrrolo[3,4-d]pyridazin-1(2H)-one derivatives.