Issue 11, 2015

Cobalt catalyzed sp3 C–H amination utilizing aryl azides

Abstract

A dinuclear Co(II) complex supported by a modular, tunable redox-active ligand system is capable of selective C–H amination to form indolines from aryl azides in good yields at low (1 mol%) catalyst loading. The reaction is tolerant of medicinally relevant heterocycles, such as pyridine and indole, and can be used to form 5-, 6-, and 7-membered rings. The synthetic versatility obtained using low loadings of an earth abundant transition metal complex represents a significant advance in catalytic C–H amination technology.

Graphical abstract: Cobalt catalyzed sp3 C–H amination utilizing aryl azides

Supplementary files

Article information

Article type
Edge Article
Submitted
31 Mar 2015
Accepted
20 Jul 2015
First published
30 Jul 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2015,6, 6672-6675

Author version available

Cobalt catalyzed sp3 C–H amination utilizing aryl azides

O. Villanueva, N. M. Weldy, S. B. Blakey and C. E. MacBeth, Chem. Sci., 2015, 6, 6672 DOI: 10.1039/C5SC01162K

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.

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