New <i>trans/cis</i> tetrahydroisoquinolines. 1. <i>trans</i>‐2‐benzyl‐3‐(l‐methyl‐1<i>h</i>‐pyrrol‐2‐yl)‐4‐substituted‐1,2,3,4‐tetrahydroisoquinolin‐1‐ones and corresponding tetrahydroisoquinolines

Abstract

Abstract 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.