Current Trends towards the Synthesis of Bioactive Heterocycles and Natural Products Using 1,3-Dipolar Cycloadditions (1,3-DC) with Azomethine Ylides

Dedicated to Prof. Ronald E. Grigg

Abstract

This review summarizes the trends in the formation of complex or not so complex heterocyclic structures through 1,3-dipolar cy­cloadditions of azomethine ylides. Diastereo- and enantioselective processes as well as non-asymmetric cycloadditions constitute very important synthetic tools for achieving these compounds. This review covers the literature from 2015 through 2016 and organizes the research in terms of biologically important heterocycles and natural products from cascade 1,3-dipolar cycloadditions of azomethine ylides to the simpler forms of 1,3-dipolar cycloaddition.

1 Introduction

2 Synthesis of Spirooxindoles

3 Synthesis of Spiropyrrolidines

4 Synthesis of Spiropiperidines and Piperidines

5 Synthesis of Pyrrolidines and Fused Pyrrolidines

6 Synthesis of Pyrrolizidines and Indolizidines

7 Synthesis of Quinolone and Isoquinolines

8 Conclusions

Key words

azomethine ylide - dipolar cycloaddition - natural products - bioactivity - heterocycles

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