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Issue 4, 2015
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Gold superacid-catalyzed preparation of benzo[c]thiophenes

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Abstract

A three-step synthesis of benzo[c]thiophenes is presented in which the key transformation is the gold-catalyzed 5-exo-dig migratory cycloisomerization of a diallyl thioacetal. It was shown that a small amount of in situ generated HAuCl4 from AuCl3 is the active catalytic species. A mechanism was proposed.

Graphical abstract: Gold superacid-catalyzed preparation of benzo[c]thiophenes

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Supplementary files

Article information


Submitted
09 Oct 2014
Accepted
14 Nov 2014
First published
18 Nov 2014

Chem. Commun., 2015,51, 729-732
Article type
Communication
Author version available

Gold superacid-catalyzed preparation of benzo[c]thiophenes

W. Debrouwer, R. A. J. Seigneur, T. S. A. Heugebaert and C. V. Stevens, Chem. Commun., 2015, 51, 729
DOI: 10.1039/C4CC07989B

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