Issue 14, 1997

New thermal rearrangements of vinylogous ketoketenes and related intermediates

Abstract

2-Oxopyran-5-carbaldehydes (e.g. 3) containing a trapping group in the 5-position rearrange thermally by a sequence involving electrocyclic ring opening, E/Z isomerisation and ring closure; a similar strategy has enabled the first cases of thermal interconversion of pyran-2-ones and 2-pyridones, and of automerisation of 2-pyridones to be identified.

Article information

Article type
Paper

Chem. Commun., 1997, 1293-1294

New thermal rearrangements of vinylogous ketoketenes and related intermediates

G. A. Cartwright, R. O. Gould and H. McNab, Chem. Commun., 1997, 1293 DOI: 10.1039/A702395B

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