Rh(III)-catalyzed sequential C–H activation and annulation: access to N-fused heterocycles from arylazoles and α-diazocarbonyl compounds

Jiyang Jie; Haoyi Li; Songxiao Wu; Qingyu Chai; Haining Wang; Xiaobo Yang

doi:10.1039/C7RA03262E

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Rh(iii)-catalyzed sequential C–H activation and annulation: access to N-fused heterocycles from arylazoles and α-diazocarbonyl compounds†

Jiyang Jie,‡^a Haoyi Li,‡^a Songxiao Wu,^a Qingyu Chai,^a Haining Wang*^b and Xiaobo Yang

*^a

Author affiliations

* Corresponding authors

^a Institute of Catalysis for Energy and Environment, College of Chemistry & Chemical Engineering, Shenyang Normal University, Shenyang, Liaoning, P. R. China
E-mail: bxy1223@gmail.com

^b Department of Chemistry, FQRNT Centre for Green Chemistry and Catalysis, McGill University, 801 Sherbrooke St. W., Montreal, Quebec H3A 0B8, Canada
E-mail: haining.wang2@mail.mcgill.ca

Abstract

A mild and simple protocol has been developed for the synthesis of N-fused heterocycles from arylazoles and α-diazocarbonyl compounds via Rh(III)-catalyzed sequential C–H activation and annulation. Three kinds of N-fused heterocycles derived from arylpyrazoles, arylbenzimidazoles and aryl 1,2,4-triazole were successfully obtained. The reactivity of the other four arylazole analogues was also investigated.

This article is part of the themed collection: Editors’ collection: Catalytic Organic Transformations

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Article information

DOI: https://doi.org/10.1039/C7RA03262E
Article type: Paper
Submitted: 20 Mar 2017
Accepted: 29 Mar 2017
First published: 10 Apr 2017
This article is Open Access

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RSC Adv., 2017,7, 20548-20552

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Rh(III)-catalyzed sequential C–H activation and annulation: access to N-fused heterocycles from arylazoles and α-diazocarbonyl compounds

J. Jie, H. Li, S. Wu, Q. Chai, H. Wang and X. Yang, RSC Adv., 2017, 7, 20548 DOI: 10.1039/C7RA03262E

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Rh(iii)-catalyzed sequential C–H activation and annulation: access to N-fused heterocycles from arylazoles and α-diazocarbonyl compounds†

Abstract

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Rh(III)-catalyzed sequential C–H activation and annulation: access to N-fused heterocycles from arylazoles and α-diazocarbonyl compounds

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