Formal Dearomative Hydroamination of 2-Arylphenols

07 October 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

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.

Keywords

dearomatization
oxidation

Supplementary materials

Title
Description
Actions
Title
Supporting Information
Description
Experimental details, materials, methods, characterization data, NMR spectra for all compounds, and information on X-ray diffraction experiments
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.