Synthesis of 2,4,6-trisubstituted pyridines via an olefin cross-metathesis/Heck-cyclisation-elimination sequence

Heck reactions were performed on α,β-unsaturated-δ-sulfonamido intermediates, derived from cross metathesis, to allow the instalment of substituents at the β position. Subsequent one-pot cyclisation/elimination provides an operationally simple, catalytic and convergent synthesis of 2,4,6-trisubstitu...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2011-01, Vol.47 (38), p.10611-10613
Main Authors: Donohoe, Timothy J, Bower, John F, Baker, David B, Basutto, José A, Chan, Louis K M, Gallagher, Peter
Format: Article
Language:English
Subjects:
Alkenes - chemistry
Beta
Catalysis
Catalysts
Cyclization
Decomposition reactions
Metathesis
Olefins
Pyridines
Pyridines - chemical synthesis
Pyridines - chemistry
Synthesis
Transition Elements - chemistry
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Summary:Heck reactions were performed on α,β-unsaturated-δ-sulfonamido intermediates, derived from cross metathesis, to allow the instalment of substituents at the β position. Subsequent one-pot cyclisation/elimination provides an operationally simple, catalytic and convergent synthesis of 2,4,6-trisubstituted pyridines.
ISSN:1359-7345
1364-548X
DOI:10.1039/c1cc14257g