ChemInform Abstract: Amidomethylation of Indoles and Cyclizations to Spiro(pyrrolo-(4,3,2-de)isoquinoline-3,4′-piperidines).
Abstract
The (aminomethyl)indoles (III) and (IV) are obtained by coupling the indole (I) with the N-hydroxymethyl amide (II) and subsequent hydrolysis.
ChemInform Abstract
The (aminomethyl)indoles (III) and (IV) are obtained by coupling the indole (I) with the N-hydroxymethyl amide (II) and subsequent hydrolysis. Reductive alkylation with the N-acetylpiperidine (V) yields the substitution products (VI) or the spirocyclic compound (VIIa). Reactions of (IV) with the benzaldehydes (XI) produces the analogous condensation products (XII). The indole (VIII) is converted to the amines (IX) and (X), and the spirocyclus (XIII) is obtained from (X) and (V) using the same methods.