4.8 Article

Rhodium-Catalyzed Aldehyde Arylation via Formate-Mediated Transfer Hydrogenation: Beyond Metallic Reductants in Grignard/Nozaki-Hiyami-Kishi-Type Addition

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 141, 期 5, 页码 1828-1832

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b13652

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  1. Robert A. Welch Foundation [F-0038]
  2. NIH-NIGMS [RO1-GM069445]
  3. Eli Lilly and Company

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The first intermolecular carbonyl arylations via transfer hydrogenative reductive coupling are described. Using rhodium catalysts modified by (Bu2PMe)-Bu-t, sodium formate-mediated reductive coupling of aryl iodides with aldehydes occurs in a chemoselective fashion in the presence of protic functional groups and lower halides. This work expands the emerging paradigm of transfer hydrogenative coupling as an alternative to preformed carbanions or metallic reductants in C=X addition.

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