Facile Construction of the Benzofuran and Chromene Ring Systems via PdII-Catalyzed Oxidative Cyclization

We herein report the development of one-pot procedures for the conversion of allyl aryl ethers to 2-methylbenzofurans (via sequential Claisen rearrangement and oxidative cyclization) and for the conversion of aryl homoallyl ethers to chromenes (via direct oxidative cyclization). It is likely that bo...

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Bibliographic Details
Published in:Organic letters 2005-07, Vol.7 (15), p.3355-3358
Main Authors: Youn, So Won, Eom, Jeong Im
Format: Article
Language:English
Online Access:Get full text
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Summary:We herein report the development of one-pot procedures for the conversion of allyl aryl ethers to 2-methylbenzofurans (via sequential Claisen rearrangement and oxidative cyclization) and for the conversion of aryl homoallyl ethers to chromenes (via direct oxidative cyclization). It is likely that both reactions proceed via a common Pd-catalyzed pathway involving olefin activation, nucleophilic attack, and β-hydride elimination.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol051264z