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Issue 6, 2018
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Mild, calcium catalysed Beckmann rearrangements

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Abstract

A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the more traditional harsh reactions conditions associated with the transformation. The catalyst system is shown to be tolerant towards a wide variety of functional groups relevant to natural product synthesis and medicinal chemistry and the synthetic utility of the reaction has also been investigated. A preliminary mechanistic investigation was performed to understand the nature of the incoming nucleophile and a possible reaction pathway is described.

Graphical abstract: Mild, calcium catalysed Beckmann rearrangements

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Supplementary files

Article information


Submitted
11 Dec 2017
Accepted
20 Dec 2017
First published
21 Dec 2017

This article is Open Access

Chem. Commun., 2018,54, 654-657
Article type
Communication

Mild, calcium catalysed Beckmann rearrangements

H. J. Kiely-Collins, I. Sechi, P. E. Brennan and M. G. McLaughlin, Chem. Commun., 2018, 54, 654
DOI: 10.1039/C7CC09491D

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