ChemInform Abstract: Synthesis of β‐Substituted Tryptamines by Regioselective Ring Opening of Aziridines.

• DOI: 10.1002/chin.201641137
• Publication Date: 2016-09-22T10:17:10Z
• Authors: Jesse Kidd; Kristen Maiden; Jeremy B. Morgan
• Keywords: Tryptamines

Functionalized tryptamines are targets of interest for development as small molecule therapeutics. The ring opening of aziridines with indoles is a powerful method for tryptamine synthesis if site selectivity can be controlled. 4-Nitrobenzyl carbamate (PNZ)-protected aziridines undergo regioselective ring opening to produce β-substituted tryptamines for a series of indoles. The PNZ-protected tryptamines can be further manipulated by PNZ removal under mild conditions.