The Synthesis of Five-Membered N-Heterocycles by Cycloaddition of Nitroalkenes with (In)Organic Azides and Other 1,3-Dipoles

Abstract

Cycloaddition reactions have emerged as rapid and powerful methods for constructing heterocycles and carbocycles. [3+2] Cyclo­additions of nitroalkenes with various 1,3-dipoles have been an interesting research area for many organic chemists. This review outlines the synthesis of N-substituted and NH-1,2,3-triazoles along with other five-membered N-heterocycles through cycloaddition reactions of nitro­alkenes.

1 Introduction

2 Synthesis of 1,2,3-Triazoles

2.1 Synthesis of NH-1,2,3-Triazoles

2.2 Synthesis of N-Substituted 1,2,3-Triazoles

3 Synthesis of Pyrrolidines and Pyrroles

4 Synthesis of Pyrazoles

5 Conclusion

Key words

nitroalkenes - 1,3-dipolar cycloaddition - azides - triazoles - pyrrolidines - pyrroles - pyrazoles

Publication History

Received: 31 May 2021

Accepted after revision: 09 July 2021

Accepted Manuscript online:
09 July 2021

Article published online:
19 August 2021

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