Microwave-Assisted Domino Access to C2-Chain Functionalized Furans from Tertiary Propargyl Vinyl Ethers

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• 作者：David Tejedor ; Leandro Cotos ; Fernando Garci虂a-Tellado
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：August 19, 2011
• 年：2011
• 卷：13
• 期：16
• 页码：4422-4425
• 全文大小：735K
• 年卷期：v.13,no.16(August 19, 2011)
• ISSN：1523-7052

文摘

Tertiary propargyl vinyl ethers armed with an electron-withdrawing group (amide or ester) at the tertiary propargylic position have been efficiently transformed into trisubstituted C₂-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).