Cobalt-catalyzed ring-opening addition of azabenzonorbornadienes via C(sp3)–H bond activation of 8-methylquinoline

Heng Tan; Ruhima Khan; Dandan Xu; Yongyun Zhou; Xuexin Zhang; Guangrui Shi; Baomin Fan

doi:10.1039/D0CC05374K

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Cobalt-catalyzed ring-opening addition of azabenzonorbornadienes via C(sp³)–H bond activation of 8-methylquinoline†

Heng Tan,‡^a Ruhima Khan,

‡^a Dandan Xu,^a Yongyun Zhou,*^ab Xuexin Zhang,^a Guangrui Shi^a and Baomin Fan

*^ab

Author affiliations

* Corresponding authors

^a Key Laboratory of Chemistry in Ethnic Medicinal Resources, Yunnan Minzu University, Yuehua Street, Kunming, China
E-mail: zhouyy@ynni.edu.cn, FanBM@ynni.edu.cn

^b School of Chemistry and Environment, Yunnan Minzu University, Yuehua Street, Kunming, China

Abstract

The first ring-opening addition of a benzylic C(sp³)–H bond to azabenzonorbornadienes is demonstrated. The reaction proceeded under the catalytic system of [Cp*CoI₂(CO)], AgSbF₆ and Fe(OAc)₂ in PhOMe. The methodology showed a good substrate scope with up to 96% yield. The relative configuration of the product was determined as cis-configuration by X-ray crystallography.

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Article information

DOI: https://doi.org/10.1039/D0CC05374K
Article type: Communication
Submitted: 07 Aug 2020
Accepted: 07 Sep 2020
First published: 08 Sep 2020

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Chem. Commun., 2020,56, 12570-12573

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Cobalt-catalyzed ring-opening addition of azabenzonorbornadienes via C(sp³)–H bond activation of 8-methylquinoline

H. Tan, R. Khan, D. Xu, Y. Zhou, X. Zhang, G. Shi and B. Fan, Chem. Commun., 2020, 56, 12570 DOI: 10.1039/D0CC05374K

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