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2,2-Diiododimedone: a mild electrophilic iodinating agent for the selective synthesis of α-iodoketones from allylic alcohols

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Abstract

2,2-Diiodo-5,5-dimethylcyclohexane-1,3-dione is reported as a new electrophilic iodinating agent that selectively iodinates electron-rich aromatics. In contrast to other common electrophilic iodinating reagents, its mild nature allows it to be used for the selective synthesis of α-iodinated carbonyl compounds from allylic alcohols through a 1,3-hydrogen shift/iodination process catalyzed by iridium(III) complexes.

Graphical abstract: 2,2-Diiododimedone: a mild electrophilic iodinating agent for the selective synthesis of α-iodoketones from allylic alcohols

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Publication details

The article was received on 21 Jun 2017, accepted on 04 Aug 2017 and first published on 07 Aug 2017


Article type: Communication
DOI: 10.1039/C7CC04823H
Citation: Chem. Commun., 2017, Advance Article
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    2,2-Diiododimedone: a mild electrophilic iodinating agent for the selective synthesis of α-iodoketones from allylic alcohols

    S. Martinez-Erro, A. Bermejo Gómez, A. Vázquez-Romero, E. Erbing and B. Martín-Matute, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC04823H

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