Direct C–H Arylation of Quinones with Anilines

Abstract

We discovered that anilines were suitable for the direct C–H arylation of benzoquinone in the presence of tert-butyl nitrite. This new reaction proceeds through the in situ formation of a diazonium hydroxide species. The coupling can be carried out at room temperature under neutral, additive-free, metal-free, and aqueous conditions, allowing an environmentally friendly procedure.

Key words

quinone - aryl diazonium salt - aniline - direct C–H arylation - radical

• References

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