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Unsymmetrical Diaryl Sulfones and Aryl Vinyl Sulfones through Palladium-Catalyzed Coupling of Aryl and Vinyl Halides or Triflates with Sulfinic Acid Salts

Sandro Cacchi,* Giancarlo Fabrizi, Antonella Goggiamani, Luca M. Parisi and Roberta Bernini

*Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, UniversitÓ degli Studi "La Sapienza", P. le A. Moro 5, 00185 Rome, Italy, Email: sandro.cacchiuniroma1.it

S. Cacchi, G. Fabrizi, A. Goggiamani, L. M. Parisi, R. Bernini, J. Org. Chem., 2004, 69, 5608-5614.

DOI: 10.1021/jo0493469 (free Supporting Information)


Abstract

The palladium-catalyzed reaction of sulfinic acid salts with a wide variety of aryl and vinyl halides or triflates, which is strongly influenced by the presence of nBu4NCl, provides unsymmetrical diaryl sulfones and aryl vinyl sulfones in good yields. The use of Xantphos, a rigid bidentate ligand with a wide natural bite angle, was found to be crucial for the success of the reaction.

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Key Words

Diaryl Sulfones, Vinyl Sulfones, Palladium Catalysis


ID: J42-Y2004-640