AI Article Synopsis

  • Cu-catalyzed reactions using -alkoxy-2-methylanilines and alcohols produce -aminophenol derivatives effectively with IPrCuBr and AgSbF catalysts.
  • The process involves a [1,3]-rearrangement where the alkoxy group moves from the nitrogen to the methyl-substituted ortho position.
  • This is followed by an oxa-Michael reaction involving an intermediate known as -quinol imine.

Article Abstract

Cu-catalyzed reactions of -alkoxy-2-methylanilines and alcohols in the presence of catalytic amounts of IPrCuBr and AgSbF afforded the corresponding -aminophenol derivatives in good to high yields. These reactions proceed via a [1,3]-rearrangement, in which the alkoxy group migrates from the nitrogen atom to the methyl-substituted ortho position, followed by an oxa-Michael reaction of the resulting -quinol imine intermediate.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10221852PMC
http://dx.doi.org/10.3390/molecules28104251DOI Listing

Publication Analysis

Top Keywords

-aminophenol derivatives
8
synthesis -aminophenol
4
derivatives cu-catalyzed
4
cu-catalyzed [13]-rearrangement-oxa-michael
4
[13]-rearrangement-oxa-michael addition
4
addition cascade
4
cascade reactions
4
reactions cu-catalyzed
4
cu-catalyzed reactions
4
reactions -alkoxy-2-methylanilines
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!