Microwave-assisted domino access to C2-chain functionalized furans from tertiary propargyl vinyl ethers |
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| Authors: | Tejedor David Cotos Leandro García-Tellado Fernando |
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| Affiliation: | Departamento de Qui?mica Biolo?gica y Biotecnologi?a, Instituto de Productos Naturales y Agrobiologi?a , CSIC, Astrofi?sico Francisco Sa?nchez 3, 38206 La Laguna, Tenerife, Spain. dtejedor@ipna.csic.es |
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| Abstract: | Tertiary propargyl vinyl ethers armed with an electron-withdrawing group (amide or ester) at the tertiary propargylic position have been efficiently transformed into trisubstituted C(2)-chain functionalized furans. The metal-free domino transformation involves a microwave-assisted tandem [3,3]-propargyl Claisen rearrangement/5-exo-dig O-cyclization reaction. The manifold can be performed in a one-pot fashion from the primary components (1,2-ketoester/1,2-ketoamide or tertiary propargyl alcohols). |
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