C(sp2)–H Trifluoromethylation of enamides using TMSCF3: access to trifluoromethylated isoindolinones, isoquinolinones, 2-pyridinones and other heterocycles

Vinayak Krishnamurti; Socrates B. Munoz; Xanath Ispizua-Rodriguez; Jeffrey Vickerman; Thomas Mathew; G. K. Surya Prakash

doi:10.1039/C8CC04907F

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

C(sp²)–H Trifluoromethylation of enamides using TMSCF₃: access to trifluoromethylated isoindolinones, isoquinolinones, 2-pyridinones and other heterocycles†

Vinayak Krishnamurti,‡^a Socrates B. Munoz,

‡^a Xanath Ispizua-Rodriguez,^a Jeffrey Vickerman,^a Thomas Mathew

^a and G. K. Surya Prakash

*^a

Author affiliations

* Corresponding authors

^a Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California, USA
E-mail: gprakash@usc.edu

Abstract

A method for the direct C(sp²)–H trifluoromethylation of enamides, including biologically relevant isoindolinones, isoquinolinones and 2-pyridinones using TMSCF₃ under oxidative conditions is presented. The protocol is convenient, operationally simple and exhibits high tolerance across a multitude of relevant handles and functional groups.

This article is part of the themed collection: Fluorine Chemistry

Download options Please wait...

Supplementary files

Supplementary information PDF (13342K)

Article information

DOI: https://doi.org/10.1039/C8CC04907F
Article type: Communication
Submitted: 20 Jun 2018
Accepted: 21 Aug 2018
First published: 29 Aug 2018

Download Citation

Chem. Commun., 2018,54, 10574-10577

Permissions

Request permissions

C(sp²)–H Trifluoromethylation of enamides using TMSCF₃: access to trifluoromethylated isoindolinones, isoquinolinones, 2-pyridinones and other heterocycles

V. Krishnamurti, S. B. Munoz, X. Ispizua-Rodriguez, J. Vickerman, T. Mathew and G. K. Surya Prakash, Chem. Commun., 2018, 54, 10574 DOI: 10.1039/C8CC04907F

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.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications