Cobalt-catalyzed C(sp3)–H/C(sp2)–H oxidative coupling between alkanes and benzamides

Shuangjie Li; Bao Wang; Guangyu Dong; Chunpu Li; Hong Liu

doi:10.1039/C8RA01377B

Cobalt-catalyzed C(sp³)–H/C(sp²)–H oxidative coupling between alkanes and benzamides†

Shuangjie Li,‡^abc Bao Wang,‡^bcd Guangyu Dong,^bcd Chunpu Li^bc and Hong Liu

*^bc

Author affiliations

* Corresponding authors

^a School of Pharmacy, China Pharmaceutical University, Nanjing, Jiangsu, China

^b State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai, China

^c Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai, China

^d School of Life Science and Technology, ShanghaiTech University, 100 Haike Road, Shanghai, China
E-mail: hliu@simm.ac.cn

Abstract

A direct cobalt-catalyzed oxidative coupling between C(sp²)–H in unactivated benzamides and C(sp³)–H in simple alkanes, ethers and toluene derivatives was explored. This protocol achieves direct C–C formation without using alkyl or aryl halide surrogates and exhibits high practicality with ample substrate scope. The method provides a new way to construct linear and five- or six-membered ring moieties in bioactive molecules.

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

Supplementary files

Article information

DOI: https://doi.org/10.1039/C8RA01377B
Article type: Paper
Submitted: 13 Feb 2018
Accepted: 29 Mar 2018
First published: 10 Apr 2018
This article is Open Access

Download Citation

RSC Adv., 2018,8, 13454-13458

Permissions

Request permissions

Cobalt-catalyzed C(sp³)–H/C(sp²)–H oxidative coupling between alkanes and benzamides

S. Li, B. Wang, G. Dong, C. Li and H. Liu, RSC Adv., 2018, 8, 13454 DOI: 10.1039/C8RA01377B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

RSC Advances