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Regioselective synthesis of polyheterocyclic scaffolds by sequential [3,3] sigmatropic rearrangements and pyridine hydrotribromide mediated heterocyclization
Author(s) -
Majumdar K. C.,
Muhuri S.
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440521
Subject(s) - chemistry , regioselectivity , pyridine , sigmatropic reaction , claisen rearrangement , yield (engineering) , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , materials science , metallurgy
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.