Palladium-catalyzed oxidative dimerization of stannylquinones. A simple method for the synthesis of symmetrical 2,2′-bisquinones.

✍ Scribed by Lanny S. Liebeskind; Steven W. Riesinger

• Book ID: 104225887
• Publisher: Elsevier Science
• Year: 1991
• Tongue: French
• Weight: 145 KB
• Volume: 32
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)93528-7

✦ Synopsis

Stannylquinones, prepared by heating 4-alkynyl-4-hydroxy-2-cyclobutenones with n-Bu$SnOMe, undergo oxidative dimerization to 2,2'-bisquinones in N-methylpyrrolidone in the presence of 10% C12Pd(PPh& and 20% CuI using a full equivalent of 1,4-benzoquinone as the stoichiometric oxidant.