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

TETRAHEDRON

卷:72

Article

Wang, Dong^1,2  Chen, Si¹  Wang, Jing¹  Astruc, Didier²  Chen, Baohua¹ 

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Peoples R China

[2] Univ Bordeaux, ISM, CNRS, UMRS 5255, 351 Cours Liberat, F-33405 Talence, France

关键词: Hydrogen-deuterium exchange;    Dehalogenation;    1,2,3-Triazole;    Base catalyst;    Deuterium-labeled reagents;   

DOI  :  10.1016/j.tet.2016.08.033

来源: Elsevier

【 摘 要 】

An efficient and convenient synthesis of deuterium-labeled 1,2,3-triazoles using base-catalysis with DMSO-d(6) 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. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

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