Synlett 2023; 34(07): 709-728
DOI: 10.1055/s-0042-1751369
account
Chemical Synthesis and Catalysis in India

Recent Advances in [3+2]-Cycloaddition-Enabled Cascade Reactions: Application to Synthesize Complex Organic Frameworks

Shivam. Shivam
,
Kailas A. Chavan
,
Amar N. S. Chauhan
,
Rohan D. Erande
R.E. expresses gratitude to Indian Institute of Technology (ITT) ­Jodhpur for the SEED Grant (I/SEED/RDE/20190023) as well as the infrastructure provided by IIT Jodhpur.


Abstract

Many natural products and biologically important complex organic scaffolds have convoluted structures around their core skeleton. Interestingly, with just changing the outskirts, the core reflects new and unique degrees of various physical and chemical properties. A very common but intriguing core is a five-membered ring horning heaps of organic molecules crafts. The power of [3+2] cycloaddition reactions to generate five-membered ring systems allocate chemists to envision synthetic procedures of wonder molecules and if it is facilitating a cascade sequence, then the end product will imbibe significant level of complexity having applications in medicinal and pharmaceutical fields. This Account highlights the broad interest in assembling recent advances in cascade reactions involving [3+2] cycloaddition as the power tool in order to conceive breakthrough organic architectures reported in the last ten years. We foresee that our comprehensive collection of astonishing [3+2] cycloaddition enabled cascades will provide valuable insights to polycyclic molecular construction and perseverant approach towards nonconventional synthetic procedures to the organic community.

1 Introduction

2 Synthesis of Oxindoles Skeleton

3 Synthesis of Oxazoles Skeleton

4 Synthesis of Oxadiazoles Skeleton

5 Synthesis of Nitrogen-Containing Heterocycles

6 Synthesis via Formal [3+2] Cycloaddition

7 Synthesis of Miscellaneous Scaffolds

8 Conclusion



Publication History

Received: 30 May 2022

Accepted after revision: 08 August 2022

Article published online:
28 September 2022

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