Support of our work by the Loker Hydrocarbon Research Institute is gratefully acknowledged. J.H. also thanks the National Natural Science Foundation of China (20825209, 20832008) for financial support.
From Difluoromethyl 2-Pyridyl Sulfone to Difluorinated Sulfonates: A Protocol for Nucleophilic Difluoro(sulfonato)methylation†
Article first published online: 18 FEB 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 11, pages 2559–2563, March 7, 2011
How to Cite
Prakash, G. K. S., Ni, C., Wang, F., Hu, J. and Olah, G. A. (2011), From Difluoromethyl 2-Pyridyl Sulfone to Difluorinated Sulfonates: A Protocol for Nucleophilic Difluoro(sulfonato)methylation. Angew. Chem. Int. Ed., 50: 2559–2563. doi: 10.1002/anie.201007594
- Issue published online: 2 MAR 2011
- Article first published online: 18 FEB 2011
- Manuscript Received: 3 DEC 2010
- Loker Hydrocarbon Research Institute
- National Natural Science Foundation of China. Grant Numbers: 20825209, 20832008
- nucleophilic fluoroalkylation;
An efficient method for the synthesis of alkyl α,α-difluorosulfonates has been developed. The selection of the 2-pyridyl group as the aryl substitute on the sulfone is critically important for the success of this transformation (see scheme). The synthetic application of fluorinated sulfones is extended and a unique solution is provided for a long-standing challenge in nucleophilic difluoro(sulfonato)methylation reactions.