Synthesis of Furo- and Thienoquinolines by Using an Amine Oxidase-Inspired Catalyst

We report the regioselective synthesis of furo-and thieno-quinolines by using an amine oxidase-inspired catalyst (1,10-phenanth-roline-5,6-dione) and an abundant Lewis acid (FeCl3) as a co-catalyst. The aerobic amine dehydrogenation proceeds under mild conditions and produces the quinolines in high yields. Mechanistic studies helped to identify the possible reaction intermediates and the specific role of the catalyst in the multistep cascade.

Automated summary

The regioselective synthesis of furo- and thieno-quinolines was achieved through the use of an amine oxidase-inspired catalyst (1,10-phenanthroline-5,6-dione) and an abundant Lewis acid (FeCl3) as a co-catalyst. The mild aerobic amine dehydrogenation reaction resulted in high yields of the quinolines. Mechanistic studies provided insights into the possible reaction intermediates and the specific role of the catalyst in the multistep cascade.