Issue 2, 2018

Gold catalyzed Heck-coupling of arenediazonium o-benzenedisulfonimides

Abstract

Diazonium salts, and precisely arenediazonium o-benzenedisulfonimides, have been used for the first time as efficient electrophilic partners in gold catalyzed Heck-coupling reactions. The synthetic protocol was general, easy and gave the target products in satisfactory yields. Mechanistic insights revealed the fundamental roles of the o-benzenedisulfonimide anion as an electron transfer agent thath promotes a radical pathway that does not require the presence of photocatalysts or external oxidants.

Graphical abstract: Gold catalyzed Heck-coupling of arenediazonium o-benzenedisulfonimides

Supplementary files

Article information

Article type
Paper
Submitted
25 Oct 2017
Accepted
08 Dec 2017
First published
08 Dec 2017

Org. Biomol. Chem., 2018,16, 295-301

Gold catalyzed Heck-coupling of arenediazonium o-benzenedisulfonimides

M. Barbero and S. Dughera, Org. Biomol. Chem., 2018, 16, 295 DOI: 10.1039/C7OB02624B

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