Efficient synthesis of pyridines via a sequential solventless aldol condensation and Michael addition

Gareth W.V. Cave, Colin L. Raston

Research output: Contribution to journalArticle

159 Citations (Scopus)

Abstract

The aldol condensation of an enolisable ketone and a benzaldehyde followed by Michael addition of the enone with a second enolisable ketone under solvent free conditions leads to the quantitative formation of a diketone, which can be readily converted to a pyridine (typically >80% overall yield) via a double condensation in the presence of ammonium acetate in acetic acid, allowing access to a diverse range of oligopyridyls including bipyridyls and terpyridyls.

Original languageEnglish
Pages (from-to)3258-3264
Number of pages7
JournalJournal of the Chemical Society. Perkin Transactions 1
Issue number24
DOIs
Publication statusPublished - 1 Dec 2001
Externally publishedYes

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