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Issue 3, 2017
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New reactivity of ethynyl benziodoxolone: modulating iron-catalyzed dehydration of propargyl alcohols

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Abstract

A practical method for dehydration of alcohols, mainly propargyl alcohols, promoted by silyl-EBX is reported, which represents the first example of using only a catalytic amount of silyl-EBX since its discovery. A broad range of aryl propargyl alcohols proceeded smoothly and gave the dehydration products in good to excellent yields. Preliminary mechanistic studies ruled out the radical pathways and supported an E1 process for this reaction. The carbon–carbon triple bond and the lactone moiety within the EBX molecule may have played an important role in the reaction.

Graphical abstract: New reactivity of ethynyl benziodoxolone: modulating iron-catalyzed dehydration of propargyl alcohols

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Publication details

The article was received on 14 Oct 2016, accepted on 25 Nov 2016 and first published on 29 Nov 2016


Article type: Research Article
DOI: 10.1039/C6QO00631K
Citation: Org. Chem. Front., 2017,4, 409-412
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    New reactivity of ethynyl benziodoxolone: modulating iron-catalyzed dehydration of propargyl alcohols

    H. Chen, X. Shao, H. Wang and H. Zhai, Org. Chem. Front., 2017, 4, 409
    DOI: 10.1039/C6QO00631K

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