Synthesis 2022; 54(11): 2548-2560
DOI: 10.1055/s-0040-1719902
short review

Recent Developments in N2-Selective Functionalizations of 1,2,3-Triazoles

Authors

  • Yue Zheng

    a   Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis (IAS), School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing, 211816, P. R. of China
  • Lifang Tian

    a   Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis (IAS), School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing, 211816, P. R. of China
  • Velayudham Ramadoss

    a   Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis (IAS), School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing, 211816, P. R. of China
  • Hui Zhang

    b   School of Chemistry and Chemical Engineering, Zhoukou Normal University, Wenchang Road, Zhoukou, 466001, P. R. of China
  • Li-Li Zhu

    b   School of Chemistry and Chemical Engineering, Zhoukou Normal University, Wenchang Road, Zhoukou, 466001, P. R. of China
  • Yahui Wang

    a   Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis (IAS), School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing, 211816, P. R. of China

We acknowledge the National Natural Science Foundation of China (22001272), the Science and Technology Research Project of Henan Province (202102210230), Young and Middle-Aged Backbone Teachers Plan of Zhoukou Normal University, and Nanjing Tech University for financial support.


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Abstract

The widespread use of 1,2,3-triazole compounds in drugs has resulted in a great interest in the efficient synthesis of N2-substituted 1,2,3-triazoles via post triazole functionalization methods. At present, there are many methods for the synthesis of N1-substituted 1,2,3-triazole compounds, but the development of convenient methods for the N2-selective functionalization of 1,2,3-triazoles remains challenging. In general, the greater stability of the N1 tautomer makes the N2 position a non-preferable reactive site, which has limited the application of 1,2,3-triazoles. In this review, we summarized advances in the direct N2-selective functionalization of 1,2,3-triazoles since 2008.

1 Introduction

2 N2-Alkylation

3 N2-Allylation

4 N2-Propargylation

5 N2-Alkenylation

6 N2-Alkynylation

7 N2-Arylation

8 Conclusions and Outlook



Publikationsverlauf

Eingereicht: 16. Dezember 2021

Angenommen nach Revision: 17. Januar 2022

Artikel online veröffentlicht:
01. März 2022

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