Issue 37, 2020

Iodoferrocene as a partner in N-arylation of amides

Abstract

In this study, we developed a convenient methodology for the N-arylation of various acetamides, benzamides and related compounds by iodoferrocene. Optimization of the reaction was first performed from acetamide on the basis of the achievements in the benzene series. Next, the identified conditions (use of copper(I) iodide, N,N′-dimethylethylenediamine, tripotassium phosphate in dioxane at 90 °C for 14 h) were applied to different aliphatic/aromatic primary and cyclic/acyclic secondary amides in order to determine the scope of the reaction, thus easily generating a small library of ferrocene amides.

Graphical abstract: Iodoferrocene as a partner in N-arylation of amides

Supplementary files

Article information

Article type
Paper
Submitted
10 Jul 2020
Accepted
03 Sep 2020
First published
04 Sep 2020

New J. Chem., 2020,44, 15928-15941

Iodoferrocene as a partner in N-arylation of amides

L. Kadari, W. Erb, T. Roisnel, P. Radha Krishna and F. Mongin, New J. Chem., 2020, 44, 15928 DOI: 10.1039/D0NJ03470C

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