Issue 11, 2018

Copper-catalyzed cyanation of heterocycle C–H bonds with ethyl(ethoxymethylene)cyanoacetate as a cyanating agent and its mechanism

Abstract

A method for copper-catalyzed cyanation of heterocycles with ethyl(ethoxymethylene)cyanoacetate as a nontoxic and easily available cyanating agent via C–H bond activation has been developed. This transformation could proceed smoothly in the presence of di-tert-butyl peroxide (DTBP) with a wide substrate scope under ligand-free conditions, providing a safe and efficient route for the synthesis of a wide range of (hetero)aryl nitriles. Mechanistic details were also described.

Graphical abstract: Copper-catalyzed cyanation of heterocycle C–H bonds with ethyl(ethoxymethylene)cyanoacetate as a cyanating agent and its mechanism

Supplementary files

Article information

Article type
Research Article
Submitted
28 Mar 2018
Accepted
25 Apr 2018
First published
26 Apr 2018

Org. Chem. Front., 2018,5, 1848-1853

Copper-catalyzed cyanation of heterocycle C–H bonds with ethyl(ethoxymethylene)cyanoacetate as a cyanating agent and its mechanism

Z. Li, K. Sun and C. Cai, Org. Chem. Front., 2018, 5, 1848 DOI: 10.1039/C8QO00322J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements