13509-17-6Relevant articles and documents
1,2,3,6-Tetrahydropyridines by Cycloaddition of 1-Alkoxy-1,3-dienes and (Tosyloxyimino)malononitrile
Dormagen, Walter,Rotscheidt, Klaus,Breitmaier, Eberhard
, p. 636 - 640 (2007/10/02)
1-Alkoxy-1,3-alkadienes and 5-vinyl-3,4-dihydro-2H-pyran (prepared by Wittig carbonyl olefination of 3-alkoxyacroleins and 5-formyl-3,4-dihydro-2H-pyran) undergo cycloaddition with (tosyloxyimino)malononitrile in tetrahydrofuran/water at room temperature to give 5-alkyl-2,2-dicyano-6-ethoxy-1-tosyloxy-1,2,3,6-tetrahydropyridines and 7,7-dicyano-8-tosyloxy-3,4,6,7,8,8a-hexahydro-2H-pyranopyridine.These compounds can be converted into 6-alkoxy-5-alkyl-2,2-dicyano-2,3-dihydropyridines and pyridine-2-carboxamides, respectively.