Synthesis of N-Unsubstituted 1,2,3-Triazoles by a One-Pot Reaction

Abstract

A Sonogashira coupling initiated one-pot synthesis of N-unsubstituted 1,2,3-tri­azoles from acid chlorides, terminal alkynes and sodium azide is reported. The scope of the process is well established and suitable for a variety of substrates, e.g. EWG- and EDG-substituted terminal alkynes (R¹ = 4-FC6H4, 4-MeOC6H4) and acid chlorides (R² = 4-O2NC6H4, 4-MeOC6H4). Normally, the reaction is carried out at room temperature but the use of aliphatic terminal alkynes required higher temperature (45 ˚C) to obtain reasonable reaction rates.