This presentation provides an overview of the development of a nickel-mediated decarbonylative cross-coupling of phthalimides with boronic acids to form <i>ortho</i>-substituted benzamides, including exploration of the substrate scope and initial investigations into the mechanism. The otherwise efficient reaction is plagued by small amount of a reduction byproduct, which makes isolation of the desired product very challenging. A series of investigations into the source of this byproduct will also be presented.

Synthesis of ortho-substituted benzamides through nickel mediated cross-coupling

2019 Spring National Meeting

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