Issue 49, 2017

Catalytic dehydrogenative dual functionalization of ethers: dealkylation–oxidation–bromination accompanied by C–O bond cleavage via aerobic oxidation of bromide

Abstract

Catalytic dehydrogenative dual functionalization (DDF) of ethers via oxidation, dealkylation, and α-bromination by the aerobic oxidation of bromide was developed to obtain the corresponding α-bromo ketones in high yields. In particular, the reaction of substituted tetrahydrofurans as cyclic ethers provided 3,3-dibromo tetrahydrofuran-2-ols in high yields selectively through the double α-bromination.

Graphical abstract: Catalytic dehydrogenative dual functionalization of ethers: dealkylation–oxidation–bromination accompanied by C–O bond cleavage via aerobic oxidation of bromide

Supplementary files

Article information

Article type
Communication
Submitted
22 Mar 2017
Accepted
01 May 2017
First published
03 May 2017

Chem. Commun., 2017,53, 6565-6568

Catalytic dehydrogenative dual functionalization of ethers: dealkylation–oxidation–bromination accompanied by C–O bond cleavage via aerobic oxidation of bromide

K. Moriyama, T. Hamada, Y. Nakamura and H. Togo, Chem. Commun., 2017, 53, 6565 DOI: 10.1039/C7CC02166F

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