SO₂-Extrusive 1,4-(Het)Aryl Migration: Synthesis of α-Aryl Amides and Related Reactions

Abstract

(Het)aryl migration has emerged as a key synthetic tool and has particularly been exploited for the synthesis of α-aryl amides. This method overcomes the existing α-arylation methods, which are not always compatible with the introduction of (het)aryl groups possessing bulky or electrophilic substituents. This review focuses on SO₂-extrusive (het)aryl migration in the frame of α-aryl amide synthesis. Anion- and radical-mediated transformations are reported, including the synthesis of polycyclic compounds through cascade reactions.

1 Introduction

2 Anionic Aryl Migration

3 Radical Aryl Migration

4 Conclusion

Key words

α-aryl amides - cascade reactions - Truce–Smiles rearrangement - anionic aryl migration - radical aryl migration - Meisenheimer complex

Publication History

Received: 13 May 2022

Accepted after revision: 04 July 2022

Article published online:
24 August 2022

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