Organocatalytic Synthesis of α-Triphenylmethylamines from Diarylketimines and Phenols

J Org Chem. 2020 Nov 6;85(21):14253-14261. doi: 10.1021/acs.joc.0c02225. Epub 2020 Oct 28.

Abstract

A formal Betti reaction between variously substituted phenols and benzophenone-derived imines to afford α-triphenylmethylamines is reported. The key to the success of this transformation is the in situ generation of the reactive benzophenone iminium species under organocatalytic conditions. Different phenols reacted smoothly, enabling the synthesis of an array of α-triphenylmethylamines, which are highly valued structural motifs in bioactive molecules and chemical sensors.

Publication types

  • Research Support, Non-U.S. Gov't