Issue 30, 2015
From the journal:

Chemical Communications

Nickel-catalyzed borylation of arenes and indoles via C–H bond cleavage†

Takayuki Furukawa,a   Mamoru Tobisu*abc  and  Naoto Chatani*a  

* Corresponding authors

a Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
E-mail: tobisu@chem.eng.osakau.ac.jp, chatani@chem.eng.osakau.ac.jp

b Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan

c ESICB, Kyoto University, Katsura, Kyoto 615-8510, Japan

Abstract

The first nickel-catalyzed method for the borylation of carbon–hydrogen bonds in arenes and indoles is described. The use of an N-heterocyclic carbene ligand is essential for an efficient reaction, with an N-cyclohexyl-substituted derivative being optimal. This method is readily applied to the gram scale synthesis of 2-borylindole.

Graphical abstract: Nickel-catalyzed borylation of arenes and indoles via C–H bond cleavage

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Article information

DOI
https://doi.org/10.1039/C5CC01378J
Article type
Communication
Submitted
13 Feb 2015
Accepted
11 Mar 2015
First published
11 Mar 2015
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2015,51, 6508-6511

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Nickel-catalyzed borylation of arenes and indoles via C–H bond cleavage

T. Furukawa, M. Tobisu and N. Chatani, Chem. Commun., 2015, 51, 6508 DOI: 10.1039/C5CC01378J

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