Synthesis of New Dopamine D1 Antagonist SCH 23390 Analogues by the Stereoselective Stevens Rearrangement

被引:13
作者
Ariza, Manuela [1 ]
Diaz, Amelia [1 ]
Suau, Rafael [1 ]
Valpuesta, Maria [1 ]
机构
[1] Univ Malaga, Fac Ciencias, Dept Quim Organ, E-29071 Malaga, Spain
关键词
Medicinal chemistry; Nitrogen heterocycles; Rearrangement; Ylides; Stereoselectivity; RECEPTOR ANTAGONIST; DISCOVERY; ECOPIPAM; POTENT; TETRAHYDROISOQUINOLINE; ISOQUINOLINE; ALKALOIDS; SCH-23390; DISEASE; BINDING;
D O I
10.1002/ejoc.201100991
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 1H-3-benzazepines, either through isolation of the isoquinolinium salts or directly by using a new one-pot N-alkylation-Stevens rearrangement reaction.
引用
收藏
页码:6507 / 6518
页数:12
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