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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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Publication details

The article was received on 26 Dec 2017, accepted on 21 Jan 2018 and first published on 22 Jan 2018


Article type: Communication
DOI: 10.1039/C7CC09872C
Chem. Commun., 2018,54, 1627-1630

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    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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