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Issue 20, 2019
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One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald–Hartwig amination strategy

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Abstract

A general one-pot procedure for the 1,2-addition of organolithium reagents to amides followed by the Buchwald–Hartwig amination with in situ released lithium amides is presented. In this work amides are used as masked ketones, revealed by the addition of organolithium reagents which generates a lithium amide, suitable for subsequent Buchwald–Hartwig coupling in the presence of a palladium catalyst. This methodology allows for rapid, efficient and atom economic synthesis of aminoarylketones in good yields.

Graphical abstract: One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald–Hartwig amination strategy

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Supplementary files

Article information


Submitted
22 Oct 2018
Accepted
13 Feb 2019
First published
18 Feb 2019

This article is Open Access

Chem. Commun., 2019,55, 2908-2911
Article type
Communication

One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald–Hartwig amination strategy

J. de Jong, D. Heijnen, H. Helbert and B. L. Feringa, Chem. Commun., 2019, 55, 2908
DOI: 10.1039/C8CC08444K

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