Issue 12, 2014

Highly site-selective sequential alkenylation of oxalyl amide protected phenylpropylamine derivatives via a seven-membered palladacycle

Abstract

A protocol for palladium-catalyzed ortho C(sp2)–H alkenylation via a rarely reported seven-membered palladacycle with oxalyl amide as a directing group was reported. The range of olefins was the broadest yet reported for this kind of C–H alkenylation reaction. For example, allyl acetate, allyl alcohol derivatives, acraldehyde, acrylate and acrylonitrile were all tolerated in this C–H transformation. Sequential alkenylation reactions were also achieved to construct the complex olefinated arenes in good yields in one pot.

Graphical abstract: Highly site-selective sequential alkenylation of oxalyl amide protected phenylpropylamine derivatives via a seven-membered palladacycle

Supplementary files

Article information

Article type
Edge Article
Submitted
22 Jul 2014
Accepted
20 Aug 2014
First published
20 Aug 2014

Chem. Sci., 2014,5, 4962-4967

Highly site-selective sequential alkenylation of oxalyl amide protected phenylpropylamine derivatives via a seven-membered palladacycle

Q. Wang, J. Han, C. Wang, J. Zhang, Z. Huang, D. Shi and Y. Zhao, Chem. Sci., 2014, 5, 4962 DOI: 10.1039/C4SC02172J

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