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A New Methodology for Functionalization at the 3-Position of Indoles by a Combination of Boron Lewis Acid with Nitriles
Chemical and pharmaceutical bulletin
We discovered that a reagent comprising a combination of PhBCl 2 and nitriles was useful for syntheses of both 3-acylindoles and 1-(1H-indol-3-yl)alkylamine from indoles. The reaction proceeded selectively at the 3-position of indoles providing 3-acylindoles in moderate to high yields on treatment with the above reagent. Furthermore, the reaction provided the corresponding amine products in moderate to high yields after the intermediate imine was reduced by NaBH 3 CN. These reactions proceededdoi:10.1248/cpb.c15-00157 pmid:26133069 fatcat:32zxyqwiajffxleehysf7rrvte