Synthesis of Novel 5-hydroxy-3-alkoxy- and 5-hydroxy-3-alkylthio-indole-2-carboxamides

被引:10
|
作者
Unangst, PC
Connor, DT
Miller, SR
机构
[1] Department of Chemistry, Parke-Davis Pharmaceutical Research, Division of Warner-Lambert Company, Ann Arbor, MI 48105
关键词
D O I
10.1002/jhet.5570330614
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of several novel 5-hydroxyindole-2-carboxamides is described. A 5-benzyloxyindole ester was elaborated to the 3-bromo, 3-hydroxy, and 3-alkoxy ester intermediates followed by conversion to the amide and debenzylation. A related 5-acetyloxy indole ester was converted to 3-sulfinyl and 3-alkylthio intermediates before simultaneous amidation and removal of the 5-hydroxy protecting group.
引用
收藏
页码:1627 / 1630
页数:4
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