Highly N2-selective coupling of 1,2,3-triazoles with indole and pyrrole

Abstract

Hydrogen-bond mediated coupling of 1,2,3-triazoles to indoles and pyrroles results in N2 selective functionalization of the triazole moiety in moderate to excellent yields. The reaction was tolerant of un-, mono- and disubstituted triazoles and was applied to synthesize tryptophan derived fluorescent amino acids.

Keywords: 1,2,3-triazole; heterocycles; indole-triazole conjugates; iodination mediated reaction; pyrrole-triazole conjugates; regioselectivity.