Solid phase synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins

A solid phase strategy has been developed for the synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins. The key transformation is an intramolecular ipso substitution reaction which forms the coumarin heterocycle and culminates with cleavage of product from the polymer support. The pyridine moiety...

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Bibliographic Details
Published in:Tetrahedron letters 2006-03, Vol.47 (12), p.1985-1988
Main Authors: Liu, Yannan, Mills, Aaron D., Kurth, Mark J.
Format: Article
Language:English
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Summary:A solid phase strategy has been developed for the synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins. The key transformation is an intramolecular ipso substitution reaction which forms the coumarin heterocycle and culminates with cleavage of product from the polymer support. The pyridine moiety at C3 can be further modified with Suzuki coupling. A sample library with two diversity elements has been synthesized to demonstrate this ipso substation-based cyclo-elimination strategy.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.01.069