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Issue 79, 2017
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Halogen-bonded iodonium ion catalysis: a route to α-hydroxy ketones via domino oxidations of secondary alcohols and aliphatic C–H bonds with high selectivity and control

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Abstract

A domino synthesis of α-hydroxy ketones has been developed from benzylic secondary alcohols employing catalytic iodonium ions stabilized by DMSO. The reaction proceeds through an unprecedented sequential oxidation of alcohols to ketone and its α-hydroxylation in a controlled manner. The spectroscopic evidence establishes the possibility of formation of a stable halogen-bonded adduct between DMSO and iodonium ions.

Graphical abstract: Halogen-bonded iodonium ion catalysis: a route to α-hydroxy ketones via domino oxidations of secondary alcohols and aliphatic C–H bonds with high selectivity and control

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Publication details

The article was received on 22 Jul 2017, accepted on 14 Sep 2017 and first published on 14 Sep 2017


Article type: Communication
DOI: 10.1039/C7CC05697D
Citation: Chem. Commun., 2017,53, 10942-10945
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    Halogen-bonded iodonium ion catalysis: a route to α-hydroxy ketones via domino oxidations of secondary alcohols and aliphatic C–H bonds with high selectivity and control

    S. Guha, I. Kazi, P. Mukherjee and G. Sekar, Chem. Commun., 2017, 53, 10942
    DOI: 10.1039/C7CC05697D

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