Stereoselective defluorinative carboxylation of gem-difluoroalkenes with carbon dioxide

Literature Information

Publication Date 2019-09-16
DOI 10.1039/C9QO00923J
Impact Factor 5.281
Authors

Shi-Liang Xie, Xiao-Yuan Cui, Xiao-Tong Gao, Hai-Hong Wu


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Abstract

We report the copper-catalyzed defluorinative carboxylation of gem-difluoroalkenes with CO2. Using cheap and easily available CuI as the catalyst and bis(pinacolatodiboron) as the stoichiometric reductant, the reaction efficiently converts the alkenyl C–F bond to a carboxyl group with complete retention of stereochemistry, thus providing fluoroalkenyl carboxylic acids in good to excellent yields.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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