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  • Palladium-catalyzed, ligand-free Suzuki reaction in water using aryl fluorosulfates.

Palladium-catalyzed, ligand-free Suzuki reaction in water using aryl fluorosulfates.

Organic letters (2015-04-10)
Qiaobin Liang, Ping Xing, Zuogang Huang, Jiajia Dong, K Barry Sharpless, Xiaoxian Li, Biao Jiang
ABSTRACT

Aryl fluorosulfates were prepared by a simple method and employed as coupling partners in the Suzuki-Miyaura reaction. The cross-coupling reactions were performed in water under air at room temperature without ligands or additives such as surfactants or phase-transfer reagents and proceeded smoothly to give excellent yields. Aryl fluorosulfates could also be used as alternatives to halides or triflates in other coupling reactions.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-cyanophenyl sulfofluoridate
Sigma-Aldrich
2-Naphthalenyl ester fluorosulfuric acid
Sigma-Aldrich
2-Formylphenyl sulfofluoridate