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Synthesis 2022; 54(11): 2548-2560
DOI: 10.1055/s-0040-1719902
DOI: 10.1055/s-0040-1719902
short review
Recent Developments in N2-Selective Functionalizations of 1,2,3-Triazoles
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
Key words
1,2,3-triazoles - benzotriazoles - N2-selective functionalization - bulky groups - bulky ligands - hydrogen bondPublication History
Received: 16 December 2021
Accepted after revision: 17 January 2022
Article published online:
01 March 2022
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For selected examples on N1-substituted 1,2,3-triazoles, see: