High-throughput experimentation was used to discover palladium-catalyzed cross-coupling conditions that afford 2-aryl-2-nitroacetates from aryl bromides and the very acidic nitroacetates. Isolated yields range from 52�96%. 2-Aryl-2-nitroacetates are useful small molecular building blocks that act as precursors to alpha-ketoesters and aryl nitromethanes as well as to alpha-amino acids. Methods were developed that produce each of these compound types in isolated yields spanning 51�98%.

2-Nitro-2-arylacetates:  Synthesis and application

244th National Meeting (2012)

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