Bhatt–Hauser Oxidation: A Site-Selective Late-Stage Benzylic C–H Oxidation

 

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Dedicated to the memory of Professor M. V. Bhatt and to Professor Frank M. Hauser on the occasion of his 80^th birthday.

Abstract

This account provides an overview of the copper-catalyzed, K₂S₂O₈-mediated regioselective advanced-stage benzylic C–H oxidation, a process we have named as the Bhatt–Hauser oxidation. Its impact as a synthetic method, especially in the context of the total synthesis of natural products, is presented.

1 Introduction

2 The Bhatt–Hauser Oxidation

3 Mechanism of the Bhatt–Hauser Oxidation

4 Modifications of the Bhatt–Hauser Oxidation

5 Synthesis of Formylanthraquinones and an Unprecedented Fragmentation

6 General Applications

7 Applications in the Total Synthesis of Natural Products: Advanced-Stage Oxidation

8 Conclusion

Publication History

Received: 30 January 2025

Accepted after revision: 25 March 2025

Article published online:
18 June 2025

© 2025. Thieme. All rights reserved

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany

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