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One-Pot Synthesis of Pyranocarbazoles by Ethylenediamine Diacetate Catalyzed Domino Aldol-Type Reaction/6 pi-Electrocyclization of Hydroxycarbazoles to alpha,beta-Unsaturated Aldehydes and Conversion into Other Pyranocarbazoles

  作者 PANDIT RAMESHWAR PRASAD; LEE YONG ROK  
  选自 期刊  Synthesis;  卷期  2012年44-18;  页码  2910-2918  
  关联知识点  
 

[摘要]A new synthetic route for biologically interesting pyranocarbazoles was developed by reaction of 2- or 4-hydroxycarbazole with alpha,beta-unsaturated aldehydes in the presence of ethylenediamine diacetate (EDDA). The key strategy of this methodology is a formal [3+3] cycloaddition via domino aldol-type/6 pi-electrocyclization. The synthesized pyranocarbazoles can be converted into derivatives bearing substituents on the carbazole and pyran rings.

 
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