Copper(ii) mediated ortho C-H alkoxylation of aromatic amines using organic peroxides: efficient synthesis of hindered ethers

Synthesis of hindered alkyl aryl ether derivatives (R-O-Ar) remains a huge challenge and highly desirable in organic and medicinal chemistry because extensive substitution on the ether bond prevents the undesired metabolic process and thus avoids rapid degradation in vivo. Herein, we report an unprecedented hindered alkoxylation of picolinamide attached aromatic amines using economic copper salt and organic peroxide to get highly desirable alpha-tertiary alkyl aryl ethers.

Automated summary

The synthesis of hindered alkyl aryl ether derivatives remains a significant challenge and desirable goal in organic and medicinal chemistry. This study reports a successful method for the synthesis of highly desirable alpha-tertiary alkyl aryl ethers through hindered alkoxylation of specific substrates.