Synthesis of Axially Chiral Anilides Enabled by a Palladium/Ming-Phos-Catalyzed Desymmetric Sonogashira Reaction

Comprehensive Summary Atropisomeric anilides are one of important C-N axially chiral compounds. Compared with the N-terminal functionalization to prepare such compounds, C-terminal functionalization strategies have been rarely reported. We describe herein an efficient synthesis of axially chiral anilides enabled by Pd-catalyzed desymmetric Sonogashira cross-coupling reactions with the use of a newly identified Ming-Phos. Moderate to high yields with high enantioselectivities (up to 98% ee) were obtained.

Automated summary

An efficient synthesis of axially chiral anilides was described using Pd-catalyzed desymmetric Sonogashira cross-coupling reactions with the utilization of a newly identified Ming-Phos. Moderate to high yields with high enantioselectivities (up to 98% ee) were obtained in the study.