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Regioselective synthesis of polyheterocyclic scaffolds by sequential [3,3] sigmatropic rearrangements and pyridine hydrotribromide mediated heterocyclization

✍ Scribed by K. C. Majumdar; S. Muhuri

Book ID: 102339300
Publisher: Journal of Heterocyclic Chemistry
Year: 2007
Tongue: English
Weight: 395 KB
Volume: 44
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570440521

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✦ Synopsis

Abstract

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A number of tetracyclic polyhetero scaffolds have been regioselectively synthesised in 70‐75% yield from 4‐[(3‐aryloxy‐2‐propynyl)oxy]‐6‐methyl‐pyran‐2‐ones via thionation of the lactone carbonyl, sequential Claisen rearrangements and pyridine hydrotribromide mediated heterocyclization.

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