4.8 Article

Cobalt-Catalyzed Direct Carbonylation of Aminoquinoline Benzamides

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ORGANIC LETTERS
卷 16, 期 17, 页码 4688-4690

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AMER CHEMICAL SOC
DOI: 10.1021/ol502007t

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  1. Welch Foundation [E-1571]
  2. NIGMS [R01GM077635]
  3. Camille and Henry Dreyfus Foundation

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A method for direct carbonylation of aminoquinoline benzamides has been developed. Reactions proceed at room temperature in trifluoroethanol solvent, use oxygen from air as an oxidant, and require Mn(OAc)(3) as a cocatalyst. Benzoic and acrylic acid derivatives can be carbonylated by carbon monoxide affording imides in good yields. Halogen, nitro, ether, cyano, and ester functional groups are tolerated. The directing group can be removed under mild conditions affording phthalimides.

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