Issue 11, 2014

A room-temperature synthesis of 2,2′-bisoxazoles through palladium-catalyzed oxidative coupling of α-isocyanoacetamides

Abstract

A palladium-catalyzed synthesis of symmetric and unsymmetric 2,2′-bisoxazoles starting from readily available α-isocyanoacetamides was developed. The reaction was performed at room temperature in air which acted as the sole oxidant of Pd(0). Mechanistic studies suggested that double isocyanide insertion into the Pd(II)–O bond was involved.

Graphical abstract: A room-temperature synthesis of 2,2′-bisoxazoles through palladium-catalyzed oxidative coupling of α-isocyanoacetamides

Supplementary files

Article information

Article type
Research Article
Submitted
18 Sep 2014
Accepted
04 Nov 2014
First published
05 Nov 2014

Org. Chem. Front., 2014,1, 1285-1288

Author version available

A room-temperature synthesis of 2,2′-bisoxazoles through palladium-catalyzed oxidative coupling of α-isocyanoacetamides

J. Wang, S. Luo, J. Li and Q. Zhu, Org. Chem. Front., 2014, 1, 1285 DOI: 10.1039/C4QO00250D

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