Recent Advances in the Smiles Rearrangement: New Opportunities for Arylation

David M. Whalley; Michael F. Greaney

doi:10.1055/a-1710-6289

Synthesis, Table of Contents

Synthesis 2022; 54(08): 1908-1918
DOI: 10.1055/a-1710-6289

short review

Recent Advances in the Smiles Rearrangement: New Opportunities for Arylation

David M. Whalley

,

Michael F. Greaney∗

Abstract

All articles of this category

Abstract

The Smiles rearrangement has undergone a renaissance in recent years providing new avenues for non-canonical arylation techniques in both the radical and polar regimes. This short review will discuss recent applications of the reaction (from 2017 to late 2021), including its relevance to areas such as heterocycle synthesis and the functionalization of alkenes and alkynes as well as glimpses at new directions for the field.

1 Introduction

2 Polar Smiles Rearrangements

3 Radical Smiles: Alkene and Alkyne Functionalization

4 Radical Smiles: Rearrangements via C–X Bond Cleavage

5 Radical Smiles: Miscellaneous Rearrangements

6 Conclusions

Key words

rearrangements - arylation - radicals - Smiles

Full Text

References

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