Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 17, Pages 4849-4852Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201701162
Keywords
alkenes; click chemistry; drug discovery; fluorine; palladium
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Funding
- Fundamental Research Funds for the Central Universities [2016-YB-012]
- National Institutes of Health [R01GM117145]
- Wuhan University of Technology
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A palladium-catalyzed fluorosulfonylvinylation reaction of organic iodides is described. Catalytic Pd(OAc)(2) with a stoichiometric amount of silver(I) trifluoroacetate enables the coupling process between either an (hetero)aryl or alkenyl iodide with ethenesulfonyl fluoride (ESF). The method is demonstrated in the successful syntheses of eighty-eight otherwise difficult to access compounds, in up to 99% yields, including the unprecedented 2-heteroarylethenesulfonyl fluorides and 1,3-dienylsulfonyl fluorides.
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