Organocatalytic Deprotonation Reaction Using Onium Amide

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Organocatalytic process has been regarded to be attractive from viewpoints of selectivity, safety, and sustainability, and the development of organocatalytic processes for deprotonative functionalization of aromatics and heteroaromatics is considered to be one of highly challenging subjects in organic synthesis. We have been working on organocatalytic transformation of aromatic and heteroaromatic compounds, and we developed a simple catalytic deprotonative functionalization of heteroaromatic ring under metal-free mild conditions using onium amides, generated in situ from the combination of aminosilanes and onium fluorides, as bases.