Controlled partial transfer hydrogenation of quinolines by cobalt-amido cooperative catalysis
Abstract
Catalytic hydrogenation or transfer hydrogenation of quinolines was thought to be a direct strategy to access dihydroquinolines. However, the challenge is to control the chemoselectivity and regioselectivity. Here we report an efficient partial transfer hydrogenation system operated by a cobalt-amido cooperative catalyst, which converts quinolines to 1,2-dihydroquinolines by the reaction with H3N.BH3 at room temperature. This methodology enables the large scale synthesis of many 1,2-dihydroquinolines with a broad range of functional groups. Mechanistic studies demonstrate that the reduction of quinoline is controlled precisely by cobalt-amido cooperation to operate dihydrogen transfer from H3N.BH3 to the N=C bond of the substrates.
- Publication:
-
Nature Communications
- Pub Date:
- March 2020
- DOI:
- 10.1038/s41467-020-15118-x
- Bibcode:
- 2020NatCo..11.1249P