Issue 36, 2023

Copper- or iron-catalyzed stereoselective methylation of enamides using dicumyl peroxide as the methyl source

Abstract

An efficient and versatile copper- or iron-catalyzed direct β-C(sp2)–H methylation of enamides by using dicumyl peroxide (DCP) as the methylating reagent has been developed. This methodology provides convenient access to a wide range of β-C(sp2)-methylated enamides with exclusive E-selective control in moderate to good yields. Mechanistic studies reveal that a methyl radical was involved in this transformation. Notably, this method features cheap copper or iron salts as the catalyst, a simple procedure, commercially available methylation reagents, a broad substrate scope, and excellent functional group tolerance.

Graphical abstract: Copper- or iron-catalyzed stereoselective methylation of enamides using dicumyl peroxide as the methyl source

Supplementary files

Article information

Article type
Paper
Submitted
26 Jun 2023
Accepted
19 Aug 2023
First published
21 Aug 2023

New J. Chem., 2023,47, 17060-17065

Copper- or iron-catalyzed stereoselective methylation of enamides using dicumyl peroxide as the methyl source

F. Zhang, H. Liu, X. Jia, L. Li, Y. Liang, X. Luo and H. Luo, New J. Chem., 2023, 47, 17060 DOI: 10.1039/D3NJ02949B

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