Jump to main content
Jump to site search

Issue 12, 2001
Previous Article Next Article

Use of dissolving metals in the partial reduction of pyridines: formation of 2-alkyl-1,2-dihydropyridines

Author affiliations

Abstract

The partial reduction of a series of electron deficient pyridines to give both 1,2- and 2,5-dihydropyridines is described. The factors that lead to formation of such dihydropyridines are discussed and it was found that, generally, the presence of two activating groups on the pyridine nucleus is optimal. A series of 2-alkyl-1,2-dihydropyridines was prepared using either Birch or sodium naphthalenide reducing conditions and some preliminary derivatisation chemistry has been examined. The identity of three relevant nitrogen containing heterocycles was proven by X-ray crystallography.

Graphical abstract: Use of dissolving metals in the partial reduction of pyridines: formation of 2-alkyl-1,2-dihydropyridines [ ]

Back to tab navigation

Supplementary files

Publication details

The article was received on 20 Feb 2001, accepted on 25 Apr 2001 and first published on 23 May 2001


Article type: Paper
DOI: 10.1039/B101662H
J. Chem. Soc., Perkin Trans. 1, 2001, 1435-1445

  •   Request permissions

    Use of dissolving metals in the partial reduction of pyridines: formation of 2-alkyl-1,2-dihydropyridines

    T. J. Donohoe, A. J. McRiner, M. Helliwell and P. Sheldrake, J. Chem. Soc., Perkin Trans. 1, 2001, 1435
    DOI: 10.1039/B101662H

Search articles by author

Spotlight

Advertisements