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Synfacts 2008(5): 0513-0513
DOI: 10.1055/s-2008-1072529
DOI: 10.1055/s-2008-1072529
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
One-Pot Sonogashira and Decarboxylative Coupling of sp and sp2 Carbons
J. Moon, M. Jeong, H. Nam, J. Ju, J. H. Moon, H. M. Jung, S. Lee*
Chonnam National University, Gwangju and Korea Research Institute of Chemical Technology, Daejeon, Republic of Korea; ICx Nomadics, Inc., Cambridge, USA
Further Information
Publication History
Publication Date:
23 April 2008 (online)
Significance
An elegant method for the direct one-pot construction of both symmetrically and unsymmetrically substituted diaryl alkynes is reported. Hereby, propiolic acid is sequentially subjected to Sonogashira and decarboxylative coupling. No copper salt or base is needed as additive and both coupling reactions are mediated by the same Pd catalyst system. This method also represents a rare example of a decarboxylative coupling between an sp and an sp2 carbon.