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        Synthesis  2008(9): 1345-1350  
DOI: 10.1055/s-2008-1072532
   DOI: 10.1055/s-2008-1072532
PAPER
© Georg Thieme Verlag Stuttgart · New YorkSynthesis of Indole Derivatives by Cyclization of Oxo N-Acyliminium Ions
Further Information
            
               
                  
                        
                              Received
                              26 November 2007 
                      
Publication Date:
27 March 2008 (online)
            
         
      
   Publication History
Publication Date:
27 March 2008 (online)

Abstract
The reaction of indole-containing hydroxamates with aldehydes in the presence of Lewis acid leads to oxo N-acyliminium ions, which cyclize to the corresponding N-O fused [1,2]oxazino[4,5-b]indole, [1,2]oxazepino[4,5-b]indole, and [1,2]oxazocino[4,5-b]indole derivatives in good yields.
Key words
oxo N-acyliminium ions - cyclization - hydroxamate - indole - Lewis acid
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