Fused tetrahydrocyclopenta-isoxazoles were synthesized by 1,3-dipolar cycloaddition reactions with pyridinealdoxime or tetrahydropyridinealdoxime and cycloalkenes.
Synthesis of 1,2,5,6-/1,2,3,6-Tetrahydropyridinyl-tetrahydrocyclopentaisoxazole Derivatives -[via 1,3-dipolar cycloaddition reactions of pyridinealdoxime derivatives with cycloalkenes]. -(AHN, M.; PARK, J. M.; LEE, I.-Y. C.; JUNG*, M. H.;
A useful approach for the synthesis of pharmacologically active tetrahydropyridinylbenzimidazoles is described. 2-Pyridin-3-ylbenzimidazoles 3a-d have been synthesized by condensation of 3-pyridinecarboxaldehyde 1 with substituted 1,2-phenylenediamines 2a-d following oxidative cyclization with iodobenzene diacetate. Methylation of 3a-d with iodomethane and potassium hydroxide, subsequent formation of methylpyridinium salts 4a-d and 7a-d and reduction thereafter afforded tetrahydropyridinylbenzimidazoles 5a-d and 8a-d.
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