4.5 Article

Facile synthesis of substituted alkynes by cyclopalladated ferrocenylimine catalyzed cross-coupling of arylboronic acids/esters with terminal alkynes

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2007, Issue 21, Pages 3476-3479

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200700065

Keywords

palladium; cross-coupling; arylboronic acids; alkynes; silver

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A highly efficient and convenient catalytic system for the cross-coupling reaction of arylboronic reagents with terminal alkynes was described by using cyclopalladated ferrocenylimine (I)/silver oxide as the catalyst at room temperature. This method provides the first examples of a palladacycle-catalyzed cross-coupling reaction of arylboronic acids/esters with terminal alkynes under mild conditions, and also a facile route for the synthesis of substituted alkynes with a low Pd loading of 1 mol-%. The substrates could be extended to electron-poor alkynes, for which the traditional Sonogashira reaction does not proceed. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).

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