Direct Acetoxylation of Arenes

Thi Anh Hong Nguyen, Duen Ren Hou

Research output: Contribution to journalArticlepeer-review

Abstract

Acetoxylation of arenes is an important reaction and an unmet need in chemistry. We report a metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid, and acetic anhydride. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism is proposed.

Original languageEnglish
JournalOrganic Letters
DOIs
StateAccepted/In press - 2021

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