Abstract N-Substituted 4-(2′-aminoethyl) indoles are attainable in good yields from indole- 4-acetic acid (2). Several methods of preparation for 2 were tried or considered. A new sequence involving Arndt-Eistert homologation of indole-4-carboxylic acid has been devised, which is no more laborious than a literature homologation sequence involving indole-4-acetonitrile, and which provides somewhat better overall yields than the literature ...