SYNTHESIS OF N-(INDOL-3-YL)-N',N'-DIALKYLAMIDINES BY THE VILSMEIER REACTION WITH 3-AMINOINDOLES

Article abstract of DOI:10.1007/BF00505902

3-Aminoindoles substituted at C-2 and C-5 of the indole ring are converted by the action of Vilsmeier complexes into N-(indol-3-yl)-N',N'-dialkylamidines.When C-2 is unsubstituted, the formylation proceeds but not the acetylation of this position.N-(Indol-3-yl)-N',N'-dimethylacetamidine reacts with the complex obtained from DMF and POCl3 to give 2-dimethylamino-3-formyl-δ-carboline.The optimal conditions were found for the conversion of amidines to amides.