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À propos de : Synthesis of Highly Substituted Furans by theElectrophile-Induced Coupling of 2-(1-Alkynyl)-2-alken-1-ones andNucleophiles        

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  • Synthesis of Highly Substituted Furans by theElectrophile-Induced Coupling of 2-(1-Alkynyl)-2-alken-1-ones andNucleophiles
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  • The coupling of 2-(1-alkynyl)-2-alken-1-ones with nucleophiles, either catalyzed by AuCl3 or inducedby an electrophile, provides highly substituted furans in good to excellent yields under very mildreaction conditions. Various nucleophiles, including functionally substituted alcohols, H2O, carboxylicacids, 1,3-diketones, and electron-rich arenes, and a range of cyclic and acyclic 2-(1-alkynyl)-2-alken-1-ones readily participate in these cyclizations. Iodine, NIS, and PhSeCl have provensuccessful as electrophiles in this process. The resulting iodine-containing furans can be readilyelaborated to more complex products using known organopalladium chemistry.
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