Acid‐Catalyzed Alkylation of NH‐1,2,3‐Triazoles with Alcohols

Abstract

AbstractAn efficient method for the synthesis of N‐alkylated 1,2,3‐triazoles from NH‐1,2,3‐triazoles and alcohols was developed by utilizing Lewis or Brønsted acid as a catalyst. The reaction demonstrates mild reaction conditions, straightforward operation, and 92–97 % overall yield. Allylic alcohols and triphenyl methanol together with 1,1‐diphenylethan‐1‐ol gave single N2‐substituted products, while the regioselectivities of the reactions for aryl‐substituted secondary alcohols, including diarylmethanols, 1‐phenylethanol, were controlled by the electronic effect and spatial hindrance of the NH‐1,2,3‐triazoles. Furthermore, tert‐butanol always gave low regioselectivites for different NH‐1,2,3‐triazoles.