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J Org Chem. 2007 Jul 20;72(15):5824-7. Epub 2007 Jun 23.

Radical (phenylsulfonyl)difluoromethylation with iododifluoromethyl phenyl sulfone.

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  • 1Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.


An unprecedented radical (phenylsulfonyl)difluoromethylation of terminal alkenes with PhSO2CF2I has been achieved by using Et3B/air as an initiator. This synthetic methodology was also used in the one-pot regioselective preparation of PhSO2CF2-substituted alkanes, and in the regio- and stereoselective preparation of PhSO2CF2-substituted alkenes with high E/Z ratio (up to > or =100:1).

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