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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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Supplementary files

Article information


Submitted
14 Oct 2016
Accepted
25 Nov 2016
First published
29 Nov 2016

Org. Chem. Front., 2017,4, 409-412
Article type
Research Article

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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