Rhodium-Catalyzed Anti-Markovnikov Hydroamination of Aliphatic and Aromatic Terminal Alkynes with Aliphatic Primary Amines

Anti-Markovnikov hydroamination of both aliphatic and aromatic terminal alkynes with primary amines was achieved using an 8-quinolinolato rhodium catalyst to form aldimines and enamines in high yields. This catalytic system realized high functional group tolerance including hydroxy, bromo, cyano, and thioester groups.

Automated summary

A new catalytic system was developed for the anti-Markovnikov hydroamination of both aliphatic and aromatic terminal alkynes with primary amines, yielding high amounts of aldimines and enamines. This system exhibited high functional group tolerance, including hydroxy, bromo, cyano, and thioester groups.