Iodine-Catalyzed C-N Bond Formation: Synthesis of 3-Aminoquinoxalinones under Ambient Conditions
Abhishek Gupta, Mahesh Subhashrao Deshmukh and Nidhi Jain*
*Department of Chemistry, Indian Institute of Technology, New Delhi 110016, India, Email: njainchemistry.iitd.ac.in
A. Gupta, M. S. Deshmuk, N. Jain, J. Org. Chem., 2017, 82, 4748-4792.
DOI: 10.1021/acs.joc.7b00464 (free Supporting Information)
see article for more reactions
A metal-free cross-dehydrogenative coupling between quinoxalinones and amines in the presence of catalytic iodine yields 3-aminoquinoxalinones in good yields under ambient conditions in dioxane as solvent and aqueous tert-butyl hydroperoxide as the terminal oxidant. The reaction is highly versatile and exhibits good functional group tolerance with a range of primary and secondary amines.
see article for more examples