Intermolecular chemo- and regioselective aromatic C–H amination of alkoxyarenes promoted by rhodium nitrenoids

Kenta Arai; Yoshihiro Ueda; Kazuhiro Morisaki; Takumi Furuta; Takahiro Sasamori; Norihiro Tokitoh; Takeo Kawabata

doi:10.1039/C7CC09952E

Intermolecular chemo- and regioselective aromatic C–H amination of alkoxyarenes promoted by rhodium nitrenoids†

Kenta Arai,^a Yoshihiro Ueda,

*^a Kazuhiro Morisaki,

^a Takumi Furuta,^a Takahiro Sasamori,^b Norihiro Tokitoh^a and Takeo Kawabata

*^a

Author affiliations

* Corresponding authors

^a Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan
E-mail: ueda@fos.kuicr.kyoto-u.ac.jp, kawabata@scl.kyoto-u.ac.jp

^b Graduate School of Natural Sciences, Nagoya City University, Yamanohata 1, Mizuho-cho, Mizuho-ku, Nagoya, Aichi 467-8501, Japan

Abstract

Intermolecular aromatic C(sp²)–H amination promoted by neutral rhodium nitrenoids has been developed. The reactions proceeded with various oxygen-substituted arenes (1.5 equiv.) in a chemo- and regioselective manner. The aromatic C(sp²)–H amination took place at the para position of the oxygen substituent in the presence of benzylic C(sp³)–H bonds and/or C(sp³)–H bonds α to ethereal oxygen.

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Article information

https://doi.org/10.1039/C7CC09952E

Submitted

30 Dec 2017

Accepted

31 Jan 2018

First published

31 Jan 2018

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Chem. Commun., 2018,54, 2264-2267

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Communication

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Intermolecular chemo- and regioselective aromatic C–H amination of alkoxyarenes promoted by rhodium nitrenoids

K. Arai, Y. Ueda, K. Morisaki, T. Furuta, T. Sasamori, N. Tokitoh and T. Kawabata, Chem. Commun., 2018, 54, 2264

DOI: 10.1039/C7CC09952E

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Intermolecular chemo- and regioselective aromatic C–H amination of alkoxyarenes promoted by rhodium nitrenoids†

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Intermolecular chemo- and regioselective aromatic C–H amination of alkoxyarenes promoted by rhodium nitrenoids

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