Organic Chemistry Portal

Abstracts

Search:

A Mild Protocol for the Efficient Synthesis of 5,6-Unsubstituted 1,4-Dihydropyridines

Swarupananda Maiti, J. Carlos Menéndez*

*Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain, Email: josecmfarm.ucm.es

S. Maiti, J. C. Menéndez, Synlett, 2009, 2249-2252.

DOI: 10.1055/s-0029-1217719


see article for more reactions

Abstract

Treatment of 6-alkoxy-1,4,5,6-tetrahydropyridines with neutral alumina (activity grade I) suspended in refluxing acetonitrile, afforded 1,4-dihydropyridines in excellent yields. This method allowed an efficient synthesis of 5,6-unsubstituted dihydropyridines, which are difficult to prepare by traditional methods, from acyclic and readily available precursors.


see article for more examples



Key Words

eliminations, heterocycles, dihydropyridines, cerium(IV), Lewis acids


ID: J60-Y2009-2610