1534372-73-0Relevant academic research and scientific papers
Sequential activation of σ-bonds: Intermolecular cascade annulation with migration and remote functionalization
Dhara, Dipankar,Sengupta, Tista,Khamarui, Saikat,Ghosh, Sukla,Maiti, Dilip K.
, p. 1663 - 1673 (2014/01/17)
We demonstrate a new catalytic property of the lanthanide compound CeCl3.7H2O which sequentially activates N-H, sp 2 C-H and sp3 C-H σ-bonds at ambient temperature. The powerful catalyst enables selective C-C and C-N bond-forming intermolecular cascade annulation between enamines and diaryl-1,2-diketone to afford functionalized 3,3-diaryl-3-pyrrolin-2-ones involving migration of an aromatic ring. We have also initiated a new multicomponent strategy utilizing readily available and inexpensive precursors and environmentally benign CeCl 3.7H2O as an efficient catalyst under benign reaction conditions towards direct synthesis of several N-heterocycles including pentasubstituted 2-pyrrolinones and pyrroles. These observations provide new prospects and perspectives in σ-bond activation process for easy access to functional molecules.
