Co(III)-Catalyzed C–H Amidation of Nitrogen-Containing Heterocycles with Dioxazolones under Mild Conditions
Ankit Kumar Dhiman, Ankita Thakur, Inder Kumar, Rakesh Kumar, Upendra Sharma
Abstract
A cobalt(III)-catalyzed C-8 selective C–H amidation of quinoline N-oxide using dioxazolone as an amidating reagent under mild conditions is disclosed. The reaction proceeds efficiently with excellent functional group compatibility. The utility of the current method is demonstrated by gram scale synthesis of C-8 amide quinoline N-oxide and by converting this amidated product into functionalized quinolines. Furthermore, the developed catalytic method is also applicable for C-7 amidation of N-pyrimidylindolines and ortho-amidation of benzamides.
Topics & Concepts
ChemistryCatalysisNitrogenOrganic chemistryMedicinal chemistryCombinatorial chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques