Cross‐Coupling Reactions between Arenediazonium o‐Benzenedisulfonimides and Organolithium Reagents in a Deep Eutectic Solvent

Author:

Antenucci Achille12,Dughera Stefano1ORCID

Affiliation:

1. Department of Chemistry Università degli Studi di Torino via Pietro Giuria 7 10125 Torino Italy

2. Centro Ricerche per la Chimica Fine s.r.l. for Silvateam s.p.a. via Torre 7 12080 San Michele Mondovì (CN) Italy

Abstract

AbstractA deep eutectic solvent (DES) based on glycerol and KF is successfully exploited as a solvent medium in cross‐coupling reactions between arenediazonium o‐benzenedisulfonimides and organolithium reagents (Muharashi‐Feringa coupling). The reactions were carried out in open air and in mild conditions. The target products were obtained in fairly good yield (15 examples; average yield: 60 %). This is, on the best of our knowledge, the first example of Muharashi‐Feringa coupling carried out with diazonium salts. A tentative hypothesis of the reaction mechanism was also proposed.

Publisher

Wiley

Subject

General Chemistry

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