| Autor: |
Subramaniam SV; School of Chemical Sciences, National Institute of Science Education and Research (NISER) Bhubaneswar, an OCC of Homi Bhabha National Institute, Khurda - 752050, India. peru@niser.ac.in., Singh B; School of Chemical Sciences, National Institute of Science Education and Research (NISER) Bhubaneswar, an OCC of Homi Bhabha National Institute, Khurda - 752050, India. peru@niser.ac.in., Pradeep N; School of Chemical Sciences, National Institute of Science Education and Research (NISER) Bhubaneswar, an OCC of Homi Bhabha National Institute, Khurda - 752050, India. peru@niser.ac.in., Peruncheralathan S; School of Chemical Sciences, National Institute of Science Education and Research (NISER) Bhubaneswar, an OCC of Homi Bhabha National Institute, Khurda - 752050, India. peru@niser.ac.in. |
| Abstrakt: |
We present the PIFA-mediated intramolecular N -arylation of 2-aminoquinoxalines at room temperature for the first time. This method provides a wide range of indolo[2,3- b ]quinoxalines in good to excellent yields within a short time. The C-H bond functionalization occurs without the need for an inert atmosphere or additives. Additionally, a double C-H bond functionalization was observed, where the first reaction forms a C-N bond ( N -arylation) and the second forms a C-O bond, yielding an acetal-functionalized product. Mechanistic investigations suggest that the C-H bond functionalization proceeds through an ionic mechanism, whereas acetal functionalization follows a radical pathway. This method extends to the derivation of indoloquinoxalines, including the target compound BIQMCz. |
