The synthesis of oxazolo[3,2-a]pyridinium salts

Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700001938

Abstract

A synthesis of 2-substituted oxazolo[3,2-a]pyridinium salts is described. The appropriate 2-(4-ethoxybutyryl)-oxazoles are treated with hydrobromic acid and then cyclised and aromatised by boiling acetic anhydride. Attempts to prepare 2-substituted oxazoles suitable for the synthesis of the parent oxazolopyridinium ion have been unsuccessful. Catalytic reduction of two oxazolopyridinium salts leads to ring opening giving N-substituted 2-piperidones.

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