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Issue 38, 2018
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Dirhodium(ii)-catalyzed ortho C–H amination of sterically congested N,N-dialkylanilines

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Abstract

Dirhodium(II)-catalyzed ortho C–H amination of N,N-dialkylanilines has been developed. Sterically congested 1,2-diaminobenzenes were obtained in high yields with excellent chemo- and regioselectivities from para-substituted anilines and even from para-unsubstituted anilines. The ortho selectivity observed was rationalized in terms of the interaction between the dialkylamino group and a Rh(II)–nitrene intermediate.

Graphical abstract: Dirhodium(ii)-catalyzed ortho C–H amination of sterically congested N,N-dialkylanilines

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Article information


Submitted
13 Aug 2018
Accepted
11 Sep 2018
First published
12 Sep 2018

Org. Biomol. Chem., 2018,16, 6876-6881
Article type
Communication

Dirhodium(II)-catalyzed ortho C–H amination of sterically congested N,N-dialkylanilines

M. Ito, T. Nakagawa, K. Higuchi and S. Sugiyama, Org. Biomol. Chem., 2018, 16, 6876
DOI: 10.1039/C8OB01974F

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