One-Pot Three-Component Synthesis of 3-Halofurans and 3-Chloro-4-iodofurans

A novel sequence of Sonogashira coupling and acid‐mediated nucleophilic addition to the ynone intermediate with concomitant deprotection and cyclocondensation opens a new one‐pot synthetic access to 3‐chloro‐, 3‐iodo‐, and 3‐chloro‐4‐iodo‐furans in moderate to good yields. (© Wiley‐VCH Verlag GmbH &...

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Veröffentlicht in:European Journal of Organic Chemistry 2006-07, Vol.2006 (13), p.2991-3000
Hauptverfasser: Karpov, Alexei S., Merkul, Eugen, Oeser, Thomas, Müller, Thomas J. J.
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Sprache:eng
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Zusammenfassung:A novel sequence of Sonogashira coupling and acid‐mediated nucleophilic addition to the ynone intermediate with concomitant deprotection and cyclocondensation opens a new one‐pot synthetic access to 3‐chloro‐, 3‐iodo‐, and 3‐chloro‐4‐iodo‐furans in moderate to good yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200600225