Chemoselective Primary Amination of Aryl Boronic Acids by PIII/PV=O-Catalysis: Synthetic Capture of the Transient Nef Intermediate HNO

A catalytic approach to intercept the transient HNO for a chemoselective primary amination of arylboronic acids isreported. A phosphetane-based catalyst operating within PIII/PV???O redox cycling is shown to capture HNO, generated in situ byNef decomposition of 2-nitropropane, to selectively install the primary amino group at aryl Csp2centers. The method furnishesversatile primary arylamines from arylboronic acid substrates with the preservation of otherwise reactive functional groups

Automated summary

The study presents a catalytic approach to chemoselective primary amination of arylboronic acids, demonstrating an efficient synthesis strategy for versatile primary arylamines.