Facile One-Pot Synthesis of Di- and Tri-Substituted Furans From Acyl Isocyanates Using Trimethylsilyldiazomethane

Facile One-Pot Synthesis of Di- and Tri-Substituted Furans From Acyl Isocyanates Using Trimethylsilyldiazomethane

Abstract The Diels-Alder reaction of 2-substituted 4-(trimethyl­silyloxy)oxazoles, which were prepared in situ from trimethylsilyldiazomethane and acyl isocyanates, with dimethyl acetylenedicarboxylate or ethyl propiolate gave furan-3,4-dicarboxylic or furan-3-carboxylic esters in good yields.

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Veröffentlicht in:Synthesis (Stuttgart) 2004-06, Vol.2004 (9), p.1359-1362
Hauptverfasser: Hari, Yoshiyuki, Iguchi, Tomoe, Aoyama, Toyohiko
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract The Diels-Alder reaction of 2-substituted 4-(trimethyl­silyloxy)oxazoles, which were prepared in situ from trimethylsilyldiazomethane and acyl isocyanates, with dimethyl acetylenedicarboxylate or ethyl propiolate gave furan-3,4-dicarboxylic or furan-3-carboxylic esters in good yields.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2004-822397