Synthesis of β-substituted tryptamines by regioselective ring opening of aziridines.
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.
Published In/Presented At
Kidd, J., Maiden, K., & Morgan, J. B. (2016). Synthesis of β-substituted tryptamines by regioselective ring opening of aziridines. Tetrahedron, 72(26), 3802–3807. https://doi.org/10.1016/j.tet.2016.03.031
Medicine and Health Sciences
Department of Obstetrics and Gynecology, Department of Obstetrics and Gynecology Residents, Fellows and Residents