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Article Dans Une Revue Organic Letters Année : 2020

Late-Stage Diversification of Biarylphosphines through Rhodium(I)-Catalyzed C-H Bond Alkenylation with Internal Alkynes

Résumé

We report herein P(III)-directed C-H bond alkenylation of (dialkyl)- and (diaryl)biarylphosphines using internal alkynes. Chloride-free [Rh(OAc)(COD)] acts as a better catalyst than commercially available [RhCl(COD)]. Conditions were developed to control the mono- and difunctionalization depending on the alkyne stoichiometry. One of these novel bisalkenylated (dialkyl)biarylphosphines was employed for the preparation of a palladium(II) complex, and some of these functionalized ligands outperformed their corresponding unfunctionalized phosphines in Pd-catalyzed amidation with sterically hindered aryl chlorides.
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Dates et versions

hal-02930216 , version 1 (09-11-2020)

Identifiants

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Zhuan Zhang, Marie Cordier, Pierre H. Dixneuf, Jean-François Soulé. Late-Stage Diversification of Biarylphosphines through Rhodium(I)-Catalyzed C-H Bond Alkenylation with Internal Alkynes. Organic Letters, 2020, 22 (15), pp.5936-5940. ⟨10.1021/acs.orglett.0c02023⟩. ⟨hal-02930216⟩
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