Synthesis of N-(indol-3-yl)-N′,N′-dialkylamidines by the vilsmeier reaction with 3-aminoindoles |
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Authors: | S V Simakov V S Velezheva T A Kozik N N Suvorov |
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Institution: | (1) D. I. Mendeleev Moscow Institute of Chemical Technology, Moscow |
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Abstract: | 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- -carboline. The optimal conditions were found for the conversion of amidines to amides.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 76–81, January, 1985. |
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