title: Iodine-Catalyzed C-N Bond Formation: Synthesis of 3-Aminoquinoxalinones under Ambient Conditions.
abstract: A metal-free cross-dehydrogenative coupling between quinoxalinones (sp2C-H) and amines (N-H) in the presence of catalytic iodine is reported. The reaction yields 3-aminoquinoxalinones in moderate to high yields under ambient conditions in dioxane as solvent and aqueous tert-butyl hydroperoxide (TBHP) as the terminal oxidant. The reaction is highly versatile and exhibits good functional group tolerance with a range of primary and secondary amines. It provides a practical access to pharmaceutically active 3-aminoquinoxalinone derivatives. Preliminary mechanistic studies reveal in situ iodination of the amine as the putative mode of activation.
authors.affiliation: Department of Chemistry, Indian Institute of Technology , New Delhi 110016, India.
authors.forename: Abhishek
authors.initials: A
authors.lastname: Gupta
authors.affiliation: Department of Chemistry, Indian Institute of Technology , New Delhi 110016, India.
authors.forename: Mahesh Subhashrao
authors.initials: MS
authors.lastname: Deshmukh
authors.affiliation: Department of Chemistry, Indian Institute of Technology , New Delhi 110016, India.
authors.forename: Nidhi
authors.identifier: 0000-0001-8645-430X
authors.initials: N
authors.lastname: Jain