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Formal Dearomative Hydroamination of 2‑Arylphenols

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journal contribution
posted on 2024-12-20, 12:35 authored by Robert E. Wiley, Michael C. Eng, Aidan J. Clarkson, Jeffrey S. Johnson
An acid-promoted dearomative rearrangement of O-arylhydroxylamines affords 2-aminocyclohexadien-1-ones, which can in turn be reductively quenched for the synthesis of trans-aminoalcohols on a cyclohexadiene core. This method serves as an efficient entry to the pharmaceutically relevant 1-arylcyclohexylamine scaffold in two steps (one purification) from commercially available or readily prepared 2-arylphenols.

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