Publication Details:
Title: p-TsOH Promoted Au(I)-Catalyzed Consecutive Endo Cyclization of Yne-Tethered Ynamide: Access to Benzofused Dihydroisoquinolones
| Author(s) | Sanatan Nayak, Nayan Ghosh, B Prabagar, Akhila K Sahoo : Org. Lett. 2015, 17, 22, 5662-5665 |
|---|---|
| Journal Name | Organic Letters |
| journal image URL | http://chemistry.uohyd.ac.in/~aks/wp-content/uploads/majjiorglettnew.png |
More Details:
_catalysed.gif)
A novel synthetic route to benzo[f]dihydroisoquinolone through a p-TsOH promoted cascade cyclization of easily accessible diyne-tethered ynamides in the presence of a Au(I)-catalyst is described. This reaction unveils a broad substrate scope, constructing a wide range of benzo[f]dihydroisoquinolones in good yields. The diyne-tethered ynamides are synthesized from inexpensive o-iodoaniline through Sonogashira couplings and the Cu-mediated C–N bond formation. The role of p-TsOH is examined, and the reaction pathway is also deduced. The benzo[f]isoquinoline scaffold is constructed from benzo[f]dihydroisoquinolones.