Synthesis of pharmacologically relevant Indoles with amine side chains via tandem hydroformylation/Fischer indole synthesis

被引:82
作者
Schmidt, AM [1 ]
Eilbracht, P [1 ]
机构
[1] Univ Dortmund, Fachbereich Chem, D-44227 Dortmund, Germany
关键词
D O I
10.1021/jo050464l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The sequence of hydroformylation and Fischer indole synthesis starting from amino olefins and aryl hydrazines is described. In a convergent manner, the two units bearing pharmacologically relevant substituents are assembled in the final indolization step. This modular and diversity-oriented approach to tryptamines and homotryptamines can be conducted in water and allows synthesis of branched and nonbranched tryptamines as well as tryptamine-based pharmaceuticals such as the 5-HT1D agonist L 775 606.
引用
收藏
页码:5528 / 5535
页数:8
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