4.3 Article

Synthesis of potentially bioactive heterocycles: Thermal [3,3]sigmatropic rearrangement of 4-(4 '-aryloxybut-2 '-ynyloxy)-6-methyl-2-pyridone

Journal

SYNTHETIC COMMUNICATIONS
Volume 36, Issue 6, Pages 809-816

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397910500451530

Keywords

1-aryloxy-4-chlorobut-2-yne; exocyclic olefin; heterocycles; 4-hydroxy-2-pyridone; [3,3]sigmatropic rearrangement

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Synthesis of a number of hitherto unreported 4-aryloxymethylene-7-methyl-2,3-dihydropyrano[3,2-c]pyridine-5-ones 4a-h have been achieved in moderate yields by the thermal [3,3]sigmatropic rearrangement of 4-(4'-aryloxybut-2'-ynyloxy)-6-methyl-2-pyridone.

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