Issue 65, 2012
From the journal:

Chemical Communications

Friedel–Crafts-type reactions with ureas and thioureas†‡

Erum K. Raja,a   Sten O. Nilsson Lillb  and  Douglas A. Klumpp*a  

* Corresponding authors

a Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, Illinois 60115, United States
E-mail: dklumpp@niu.edu
Fax: 815-753-4802
Tel: 815-753-1959

b Department of Chemistry and Molecular Biology, University of Gothenburg, SE-412 96 Gothenburg, Sweden
E-mail: stenil@chem.gu.se
Fax: +46-31-772 3840
Tel: +46-31-772 3840

Abstract

Despite the relatively low reactivities of urea and thiourea functional groups towards nucleophilic attack, we have found conditions in which they are useful substrates in Friedel–Crafts reactions. The Brønsted superacid, triflic acid, promotes these reactions and a mechanism is proposed involving dicationic, superelectrophilic intermediates.

Graphical abstract: Friedel–Crafts-type reactions with ureas and thioureas

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2CC34062C
Article type
Communication
Submitted
06 Jun 2012
Accepted
20 Jun 2012
First published
22 Jun 2012

Chem. Commun., 2012,48, 8141-8143

Permissions

Request permissions

Friedel–Crafts-type reactions with ureas and thioureas

E. K. Raja, S. O. Nilsson Lill and D. A. Klumpp, Chem. Commun., 2012, 48, 8141 DOI: 10.1039/C2CC34062C

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