Volume 18, Issue 46
Heterocyclic Compounds
Full Access

ChemInform Abstract: Amidomethylation of Indoles and Cyclizations to Spiro(pyrrolo-(4,3,2-de)isoquinoline-3,4′-piperidines).

C. CARTER

C. CARTER

Boehringer Ingelheim Pharm. Inc., Ridgefield, CT 06877, USA

Search for more papers by this author
K. R. FRETER

K. R. FRETER

Boehringer Ingelheim Pharm. Inc., Ridgefield, CT 06877, USA

Search for more papers by this author
R. W. KRIWACKI

R. W. KRIWACKI

Boehringer Ingelheim Pharm. Inc., Ridgefield, CT 06877, USA

Search for more papers by this author
S. F. LEONARD

S. F. LEONARD

Boehringer Ingelheim Pharm. Inc., Ridgefield, CT 06877, USA

Search for more papers by this author
T. P. PITNER

T. P. PITNER

Boehringer Ingelheim Pharm. Inc., Ridgefield, CT 06877, USA

Search for more papers by this author
First published: November 17, 1987

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.

    The full text of this article hosted at iucr.org is unavailable due to technical difficulties.