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

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
› Institutsangaben
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.


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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