title: Synthesis of β-substituted tryptamines by regioselective ring opening of aziridines.
abstract: 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.
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina Wilmington, Dobo Hall, Wilmington, NC 28403, USA.
authors.forename: Jesse
authors.initials: J
authors.lastname: Kidd
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina Wilmington, Dobo Hall, Wilmington, NC 28403, USA.
authors.forename: Kristen
authors.initials: K
authors.lastname: Maiden
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina Wilmington, Dobo Hall, Wilmington, NC 28403, USA.
authors.forename: Jeremy B
authors.initials: JB
authors.lastname: Morgan
keywords: Aziridine; Indole; Regioselective; Ring opening; Tryptamine