Modern Dearomative Enlargement of Heteroaromatic Rings

Abstract

Breaking aromaticity by inserting additional atoms within the skeleton of heteroaromatic rings has gained significant attention over the years. As part of the emerging concept of ‘skeletal editing’, this short review retraces the recent progress made on dearomative enlargement reactions of both five- and six-membered heterocycles.

1 Introduction

2 Dearomative Enlargement of Five-Membered Rings

2.1 Pyrroles, Furans, Thiophenes and Their Fused Analogues

2.2 Pyrazoles, Isoxazoles, Isothiazoles and Their Fused Analogues

3 Dearomative Enlargement of Six-Membered Rings

4 Conclusion and Perspectives

Key words

dearomatization - ring expansion - atom insertion - heterocycles - skeletal editing - carbenes

Publication History

Received: 02 May 2024

Accepted after revision: 29 May 2024

Accepted Manuscript online:
29 May 2024

Article published online:
17 June 2024

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