Oxidative Dearomative Coupling of Electron-Deficient Arenols Using Hypohalite Catalysis
Takehiro Kato1, Naoto Sahara1, Sho Akagawa1
1Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan.
Abstract:
We developed performant in situ hypohalite, especially hypobromite, catalysis for the oxidative dearomatization of low-reactivity electron-deficient arenols. The reaction scope encompasses inter- and intramolecular oxidative dearomative C-O, C-N, and C-C coupling reactions. Notably, using a chiral ammonium countercation, we achieved enantioselective hypobromite catalysis for oxidative dearomative coupling reactions. Mechanistic studies revealed that the reaction mechanisms might differ depending on the halide identity.
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