Premium
Preparation of 4‐aryl‐1,2,3,4‐tetrahydro‐3,3‐dimethylisoquinolines and 1,2,3,4‐tetrahydro‐3,3‐dimethyl‐4‐phenylbenz[ h ]isoquinolines
Author(s) -
Bobowski George,
Gottlieb Jeffrey M.,
West Barbara
Publication year - 1980
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.5570170742
Subject(s) - chemistry , aryl , borohydride , condensation , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis , alkyl , physics , thermodynamics
Synthetic procedures to prepare a number of 4‐aryl‐1,2,3,4‐tetrahydro‐3,3‐dimethylisoquinolines and their benzo‐homogues 3 through a series of intermediates are described. The condensation of α‐(1‐amino‐1‐methylethyl)arylmethanols 5 with arylaldehydes 6 gave imino derivatives 7 which on reduction with borohydride gave secondary amines 8 . The treatment of 8 with mineral acids gave the target compounds 3 . Biological activities of 3 are briefly discussed.