Issue 29, 2022, Issue in Progress

Transient directing group enabled Pd-catalyzed C–H oxygenation of benzaldehydes and benzylic amines

Abstract

We report a general protocol for <i>ortho</i>-C–H fluoroalkoxylation of benzaldehydes and benzylic amines utilizing an inexpensive amino amide as a transient directing group. In the presence of an electrophilic fluorinating bystanding oxidant and fluorinated alcohols, a wide range of benzaldehydes and benzylic amines could be oxygenated selectively at the ortho positions to afford fluoroalkyl aryl ethers. This elegant approach would provide appealing strategies for synthesis of drug molecules and natural products.

Graphical abstract: Transient directing group enabled Pd-catalyzed C–H oxygenation of benzaldehydes and benzylic amines

Supplementary files

Article information

Article type
Paper
Submitted
13 Jan 2022
Accepted
11 Jun 2022
First published
27 Jun 2022
This article is Open Access
Creative Commons BY license

RSC Adv., 2022,12, 18722-18727

Transient directing group enabled Pd-catalyzed C–H oxygenation of benzaldehydes and benzylic amines

M. Tian, L. Shao, X. Su, X. Zhou, H. Zhang, K. Wei, R. Sun and J. Wang, RSC Adv., 2022, 12, 18722 DOI: 10.1039/D2RA00241H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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