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 | Zendy

Bobowski George | Zendy; Gottlieb Jeffrey M. | Zendy; West Barbara | Zendy

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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.

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