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                    The Aminopalladation-Reductive Elimination Tandem Reaction in the Construction of the Functionalized Indole Ring
                
                                    
                
                
                    Published:
11 September 2000
by MDPI
in The 4th International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
                
                                    
                
                
                    Abstract: The aminopalladation-reductive elimination tandem reaction of internal and terminal alkynes containing proximate nitrogen nucleophiles has been proved to be a powerful and useful tool for the construction of the substituted pyrrole nucleus of the indole system. The fact that the reaction can be carried out with a wide assortment of organopalladium precursors and readily available starting alkynes, the ease of execution and the tolerance of a wide range of functional groups highlights its importance and flexibility and may contribute toward its utilization in the synthesis of complex indole derivatives. The method may provide a versatile complement of well established classical methods such as the Batcho-Limgruber synthesis of indoles from o-nitrotoluenes and dimethylformamide acetals, the Fisher indole synthesis, the Gassman synthesis of indoles from N-halo anilines, the Madelung cyclization of N-acyl-o-toluidines, and the reductive cyclization of o-nitrobenzyl ketones.
                
                                    
                        Keywords: n/a
                    
                
                
                
                 
            
 
        
    
    
         
    
    
         
    
    
         
    
    
         
    
 
                                