Abstract
A general and atom-efficient synthesis of quinoline-C2-substituted β-hydroxyarylethylamino
derivatives was achieved by copper-catalyzed [3+3]-cycloaddition reaction of N -oxide with N -Ts aziridines. Notably, temperature has a huge impact on this transformation as evidenced
by the fact that, at 80 °C, exclusively the [3+3] cycloadduct was isolated whereas,
at elevated temperature (140 °C), it has been converted into the aminated product
with good yield. Notably, there is no byproduct in the overall process. The use of
base-free conditions, excellent site selectivity, and good functional group tolerance
are the important features of the process.
Key words β-hydroxyarylethylamino motifs - [3+3]-cycloaddition reaction - C–H functionalization
- atom economy - one-pot reaction