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

Ketaki Ghosh; Dipakranjan Mal

doi:10.1055/s-0043-1775474

Synlett, Inhaltsverzeichnis

Synlett 2025; 36(12): 1679-1691
DOI: 10.1055/s-0043-1775474

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First-Row Transition-Metal Catalysis for Organic Synthesis

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

Authors

Ketaki Ghosh ∗

^aSchool of Chemical Sciences, Indian Institute of Technology Mandi, Mandi, Himachal Pradesh 175005, India
Dipakranjan Mal

^bDepartment of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur, West Bengal 721302, India

Abstract

Alle Artikel dieser Rubrik

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

Key words

site-selective oxidation - regioselectivity - potassium perdisulfate - copper sulfate - total synthesis - natural products

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Referenzen

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