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Issue 13, 2018
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Iron-catalyzed C(sp3)–H functionalization of N,N-dimethylanilines with isocyanides

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Abstract

An efficient ligand-free Fe-catalyzed oxidative Ugi-type reaction toward the assembly of α-amino amides and short peptides is described. The reaction proceeds through the α-C(sp3)–H oxidation of N,N-dimethylanilines and further nucleophilic attack of the resulting iminium species by isocyanides. Additive screening showed that judicious choice of the carboxylic acid could lead to the formation of α-amino imides via a 3-component reaction. The process occurs with operational simplicity and is compatible with a variety of sensitive functional groups.

Graphical abstract: Iron-catalyzed C(sp3)–H functionalization of N,N-dimethylanilines with isocyanides

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Article information


Submitted
26 Dec 2017
Accepted
21 Jan 2018
First published
22 Jan 2018

Chem. Commun., 2018,54, 1627-1630
Article type
Communication

Iron-catalyzed C(sp3)–H functionalization of N,N-dimethylanilines with isocyanides

I. Guerrero, M. San Segundo and A. Correa, Chem. Commun., 2018, 54, 1627
DOI: 10.1039/C7CC09872C

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