Issue 7, 2010

Development of safe and scalable continuous-flow methods for palladium-catalyzed aerobic oxidation reactions

Abstract

The synthetic scope and utility of Pd-catalyzed aerobic oxidation reactions has advanced significantly over the past decade, and these reactions have the potential to address important green-chemistry challenges in the pharmaceutical industry. This potential has not been realized, however, because safety concerns and process constraints hinder large-scale applications of this chemistry. These limitations are addressed by the development of a continuous-flow tube reactor, which has been demonstrated on several scales in the aerobic oxidation of alcohols. Use of a dilute oxygen gas source (8% O2 in N2) ensures that the oxygen/organic mixture never enters the explosive regime, and efficient gas-liquid mixing in the reactor minimizes decomposition of the homogeneous catalyst into inactive Pd metal. These results provide the basis for large-scale implementation of palladium-catalyzed (and other) aerobic oxidation reactions for pharmaceutical synthesis.

Graphical abstract: Development of safe and scalable continuous-flow methods for palladium-catalyzed aerobic oxidation reactions

Supplementary files

Article information

Article type
Paper
Submitted
14 May 2010
Accepted
28 May 2010
First published
16 Jun 2010

Green Chem., 2010,12, 1180-1186

Development of safe and scalable continuous-flow methods for palladium-catalyzed aerobic oxidation reactions

X. Ye, M. D. Johnson, T. Diao, M. H. Yates and S. S. Stahl, Green Chem., 2010, 12, 1180 DOI: 10.1039/C0GC00106F

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