Issue 28, 2016

A novel thiourea type organocatalyst possessing a single NH functionality

Abstract

A novel thiourea organocatalyst was rationally designed by altering a typical H-bonding pattern of thiourea derivatives and utilising the potential of the 3,5-bis(trifluoromethyl)phenyl motif to participate in the H-bond formation. This unique catalyst afforded the products of the α-amination and Michael reaction in excellent yields and with a high level of stereoselectivity. Although additional studies are necessary to establish the full potential of the catalyst and to broaden its application further, the presented results may indicate alternative routes for further exploration of the thiourea class of organocatalysts.

Graphical abstract: A novel thiourea type organocatalyst possessing a single NH functionality

Supplementary files

Article information

Article type
Paper
Submitted
18 Feb 2016
Accepted
10 Jun 2016
First published
17 Jun 2016

Org. Biomol. Chem., 2016,14, 6712-6719

A novel thiourea type organocatalyst possessing a single NH functionality

P. Jovanovic, M. Petkovic, M. Simic, B. Ivkovic and V. Savic, Org. Biomol. Chem., 2016, 14, 6712 DOI: 10.1039/C6OB00387G

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