Metal-Free Sonogashira Coupling

R. Luque; D. J. Macquarrie

doi:10.1055/s-0029-1216777

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Synfacts 2009(6): 0672-0672
DOI: 10.1055/s-0029-1216777

Organo- and Biocatalysis

Metal-Free Sonogashira Coupling

Contributor(s): Benjamin List, Kristina Zumbansen
R. Luque, D. J. Macquarrie
University of York, UK and Universidad de Córdoba, Spain

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Publikationsdatum:
25. Mai 2009 (online)

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Significance

Luque and Macquarrie report a metal-free Sonogashira coupling using a range of substituted aryl iodides in a solvent- and phosphane-free protocol. Several basic molecules were tested as catalysts, but only 1,4-diazabicyclo(2.2.2)octane (DABCO) gave reasonable conversions. Conventional heating provides the cross-coupling products with high conversion and selectivities. Microwave irradiation reduced the reaction times (1-2 h) and improved the selectivities further (>95%).