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Synfacts 2010(7): 0758-0758
DOI: 10.1055/s-0029-1220135
DOI: 10.1055/s-0029-1220135
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Dihydropyranone Synthesis Using a Sonogashira Coupling
H. Fuwa*, S. Matsukida, M. Sasaki
Tohoku University, Sendai, Japan
Further Information
Publication History
Publication Date:
22 June 2010 (online)
Significance
Reported is the synthesis of dihydropyranones from para-toluene thiol esters via a Sonogashira deprotection-cyclization sequence. Aside from the indicated stoichiometry for the cyclizations, it was also demonstrated that it may be performed with substoichiometric (10 mol%) quantities of silver triflate without a reduction in the yield. However, under these conditions the reaction time increased to 9.4 hours.