Base-catalyzed hydrogen–deuterium exchange and dehalogenation reactions of 1,2,3-triazole derivatives

An efficient and convenient synthesis of deuterium-labeled 1,2,3-triazoles using base-catalysis with DMSO-d6 as the deuterium source was developed. A series of deuterated 1,2,3-triazoles bearing various substituents were produced by hydrogen–deuterium exchange reactions of pre-synthesized original 1,2,3-triazoles, giving high level of deuteration and high yields. The catalytic system was successfully extended to the dehalogenation and halogen–deuterium exchange procedures of iodo-functionalized 1,2,3-triazolyl derivatives. This study forms a promising basis for the future development of 1,2,3-triazolyl-containing organic derivatives, polymeric materials and biomedical molecules.

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