4.6 Article

Gold catalyzed Heck-coupling of arenediazonium o-benzenedisulfonimides

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 2, Pages 295-301

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob02624b

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Funding

  1. University of Torino
  2. Ministero dell'Universita e della Ricerca

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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.

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