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Synfacts 2010(1): 0092-0092
DOI: 10.1055/s-0029-1218436
DOI: 10.1055/s-0029-1218436
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Ru-Catalyzed Isomerization of Alkynediols and in situ Cyclization
S. J. Pridmore, P. A. Slatford, J. E. Taylor, M. K. Whittlesey, J. M. J. Williams*
University of Bath, UK
Further Information
Publication History
Publication Date:
21 December 2009 (online)
Significance
In the presence of XantPhos, alkyne-1,4-diols are shown to undergo a ruthenium-catalyzed isomerization leading to 1,4-diketones. Following one-pot Paal-Knorr reactions with organic acids, primary amines, or hydrazine hydrate give rise to the formation of 2,5-disubstituted furans, pyrroles, or 3,6-disubstituted pyridazines, respectively.