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Palladium-Catalyzed Fluorosulfonylvinylation of Organic Iodides

Gao-Feng Zha, Qinheng Zheng, Jing Leng, Peng Wu, Hua-Li Qin, K Barry Sharpless

Angew Chem Int Ed Engl. 2017 Apr 18;56(17):4849-4852.

PMID: 28370917

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
ALP1673556405 SW203668 trifluoroacetate SW203668 trifluoroacetate 1673556-40-5 (free base) Price
ALP324780021 CBLC000 trifluoroacetate CBLC000 trifluoroacetate 324780-02-1 (free base) Price
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