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Synthesis of New Dopamine D1 Antagonist SCH 23390 Analogues by the Stereoselective Stevens Rearrangement
Author(s) -
Ariza Manuela,
Díaz Amelia,
Suau Rafael,
Valpuesta María
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100991
Subject(s) - chemistry , sch 23390 , stereoselectivity , stereochemistry , benzazepines , alkylation , combinatorial chemistry , antagonist , organic chemistry , catalysis , biochemistry , receptor
Abstract A convenient synthesis for new SCH 23390 analogues bearing different substituents at the C‐1 position has been developed by using the diastereoselective Stevens rearrangement. This procedure has provided a good number of new 1,2‐disubstituted 1 H ‐3‐benzazepines, either through isolation of the isoquinolinium salts or directly by using a new one‐pot N ‐alkylation–Stevens rearrangement reaction.