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Synthesis of C1-Substituted Oxabenzonorbornadienes

  作者 HANER JAMIE; JACK KELSEY; MENARD MICHELLE L; HOWELL JENNIFER; NAGIREDDY JAIPAL; RAHEEM MOHAMMED ABDUL; TAM WILLIAM  
  选自 期刊  Synthesis;  卷期  2012年44-17;  页码  2713-2722  
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[摘要]Oxabenzonorbornadienes are valuable synthetic intermediates because they can serve as a general template with which to create highly substituted ring systems. However, to date, only very few C1-substituted oxabenzonorbornadienes have been reported. In this study, the synthesis of some C1-substituted oxabenzonorbornadienes was achieved by the Diels-Alder reaction between 2-substituted furans and benzyne. Moderate to good yields (16-80%) of the Diels-Alder reactions were observed. These C1-substituted oxabenzonorbornadienes will find applications as valuable synthetic intermediates and should be useful in studies of transition-metal-catalyzed reactions.

 
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