4.8 Article

Easily accessible and highly tunable indolyl phosphine ligands for Suzuki-Miyaura coupling of aryl chlorides

Journal

ORGANIC LETTERS
Volume 9, Issue 15, Pages 2795-2798

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol070898y

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This study describes a new class of easily accessible indolyl phosphine ligands, prepared via an efficient protocol involving Fischer indolization from readily available phenylhydrazine and substituted acetophenones. This versatile ligand scaffold provides beneficial features, including high potential of steric and electronic tunability. The air-stable indolyl phosphines in combination with a palladium metal precursor provide highly effective catalysts for Suzuki-Miyaura coupling of unactivated aryl chlorides, and the catalyst loading down to 0.02 mol % can be achieved.

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