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Palladium-Catalyzed Fluorosulfonylvinylation of Organic Iodides.

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.

SUBMITTER: Zha GF

PROVIDER: S-EPMC5653204 | biostudies-literature | 2017 Apr

REPOSITORIES: biostudies-literature

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Palladium-Catalyzed Fluorosulfonylvinylation of Organic Iodides.

Zha Gao-Feng GF Zheng Qinheng Q Leng Jing J Wu Peng P Qin Hua-Li HL Sharpless K Barry KB

Angewandte Chemie (International ed. in English) 20170329 17

A palladium-catalyzed fluorosulfonylvinylation reaction of organic iodides is described. Catalytic Pd(OAc)<sub>2</sub> 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-d ...[more]

PMID: 28370917

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