Issue 43, 2020

Beckmann rearrangement catalysis: a review of recent advances

Abstract

The Beckmann rearrangement, named after the German chemist Ernst Otto Beckmann (1853–1923), is an acid catalyzed rearrangement of an oxime to an amide. The Beckmann rearrangement is an elegant transformation, and has been used with great success in the synthesis of natural products and pharmaceuticals. The Beckmann rearrangement has been widely used in synthetic organic chemistry; for example, the large-scale production of Nylon-6 is based on the synthesis of ε-caprolactam from cyclohexanone oxime. In this review, we will comprehensively discuss the role of different catalysts as well as different medium for the Beckmann rearrangement. The development of Beckmann rearrangement catalysis from hazardous to greener catalysts has led to tremendous improvement in their potential over the last 20 years prompting their greater application. The different catalytic systems will be revised considering both catalytic performances and synthetic aspects highlighting also their advantages and disadvantages.

Graphical abstract: Beckmann rearrangement catalysis: a review of recent advances

Article information

Article type
Perspective
Submitted
22 apr 2020
Accepted
09 sen 2020
First published
10 sen 2020

New J. Chem., 2020,44, 18530-18572

Beckmann rearrangement catalysis: a review of recent advances

K. Kaur and S. Srivastava, New J. Chem., 2020, 44, 18530 DOI: 10.1039/D0NJ02034F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements