Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 14, Pages 5528-5535Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo050464l
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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.
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