NU-TRIAZOLINES .36. NEW SYNTHESIS OF ETHYL YL-1,4,5,6-TETRAHYDRO-6-OXOPYRIDINE-3-CARBOXYLATES AND L-1,4,5,6-TETRAHYDRO-6-OXOPYRIDINE-3-CARBONITRILES THROUGH REDUCTION OF N-2-NITROARYLAMIDINES

Authors
ANGELINI R ERBA E POCAR D
Citation
R. Angelini et al., NU-TRIAZOLINES .36. NEW SYNTHESIS OF ETHYL YL-1,4,5,6-TETRAHYDRO-6-OXOPYRIDINE-3-CARBOXYLATES AND L-1,4,5,6-TETRAHYDRO-6-OXOPYRIDINE-3-CARBONITRILES THROUGH REDUCTION OF N-2-NITROARYLAMIDINES, Journal of the Chemical Society. Perkin transactions. I, (8), 1996, pp. 837-840
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
8
Year of publication
1996
Pages
837 - 840
Database
ISI
SICI code
0300-922X(1996):8<837:N.NSOE>2.0.ZU;2-4
Abstract
Ethyl 1-alkyl-1,4-dihydropyridine-3-carboxylates 2a-d and 1-alkyl-1,4- dihydropyridine-3-carbonitriles 2e,f were allowed to react with 2-nitr ophenyl azide 3 to give tertiary amidines 4 by spontaneous rearrangeme nt of the triazoline cycloadducts. Ready catalytic hydrogenation with Pd-C of 4 gave the corresponding ethyl yl-6-oxo-1,4,5,6-tetrahydropyri dine-3-carboxylates 5a-d and l-6-oxo-1,4,5,6-tetrahydropyridine-3-carb onitriles 5e,f.