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New trans/cis tetrahydroisoquinolines. 1. trans ‐2‐benzyl‐3‐(l‐methyl‐1 h ‐pyrrol‐2‐yl)‐4‐substituted‐1,2,3,4‐tetrahydroisoquinolin‐1‐ones and corresponding tetrahydroisoquinolines
Author(s) -
Kozekov I. D.,
Koleva R. I.,
Palamareva M. D.
Publication year - 2002
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570390134
Subject(s) - chemistry , benzylamine , medicinal chemistry , tetrahydroisoquinoline , benzene , stereochemistry , carboxylic acid , cis–trans isomerism , organic chemistry
The reaction of homophthalic anhydride and N ‐(1‐methyl‐1 H ‐pyrrol‐2‐yl‐methylidene)‐benzylamine in boiling benzene afforded as a main product the expected substituted trans ‐1,2,3,4‐tetrahydroisoquinoline‐4‐carboxylic acid 5 . The carboxylic group of 5 was transformed in four steps into cyclic amino‐methyl groups yielding numerous new tetrahydroisoquinolinones 11a‐j incorporating a given fragment of pharmacological interest. Reduction of 11a‐j was studied.