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Synthesis of Phenanthridine Derivatives by Microwave-Mediated Cyclization of o-Furyl(allylamino)arenes

  作者 READ MATTHEW LOVELL; GUNDERSEN LISELOTTE  
  选自 期刊  Journal of Organic Chemistry;  卷期  2013年78-3;  页码  1311-1316  
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[摘要]A novel and efficient synthesis of phenanthridines and aza analogues is reported. The key step is a microwave-mediated intramolecular Diels-Alder cyclization of o-furyl(allylamino)arenes. In the presence of a catalytic amount of acid, the DA-adduct reacts further to give the dihydrophenanthridines, which easily can be oxidized to fully aromatic compounds by air in the presence of UV light or by DDQ.

 
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