Oxidative coupling between C(sp2)–H and C(sp3)–H bonds of indoles and cyclic ethers/cycloalkanes

Qingjing Yang; Pui Ying Choy; Yinuo Wu; Baomin Fan; Fuk Yee Kwong

doi:10.1039/C6OB00076B

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Oxidative coupling between C(sp²)–H and C(sp³)–H bonds of indoles and cyclic ethers/cycloalkanes†

Qingjing Yang,^a Pui Ying Choy,^a Yinuo Wu,*^b Baomin Fan*^c and Fuk Yee Kwong*^a

Author affiliations

* Corresponding authors

^a State Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, China
E-mail: fuk-yee.kwong@polyu.edu.hk

^b School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, People's Republic of China
E-mail: wuyinuo3@mail.sysu.edu.cn

^c YMU-HKBU Joint Laboratory of Traditional Natural Medicine, Yunnan Minzu University, Kunming 650500, People's Republic of China
E-mail: adams.bmf@hotmail.com

Abstract

Cross-dehydrogenative-coupling (CDC) between C–H/C–H bonds of indoles and cyclic ethers/cycloalkanes is made viable through a simple transition-metal-free pathway. With the aid of only di-tert-butyl peroxide, a number of inactive cyclic ethers and cycloalkanes can be directly coupled with indole derivatives in satisfactory yields.

This article is part of the themed collection: Contemporary Synthetic Chemistry in Drug Discovery

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Article information

DOI: https://doi.org/10.1039/C6OB00076B
Article type: Communication
Submitted: 12 Jan 2016
Accepted: 28 Jan 2016
First published: 28 Jan 2016
This article is Open Access

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Org. Biomol. Chem., 2016,14, 2608-2612

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Oxidative coupling between C(sp²)–H and C(sp³)–H bonds of indoles and cyclic ethers/cycloalkanes

Q. Yang, P. Y. Choy, Y. Wu, B. Fan and F. Y. Kwong, Org. Biomol. Chem., 2016, 14, 2608 DOI: 10.1039/C6OB00076B

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Organic & Biomolecular Chemistry