title: o-Iodoxybenzoic Acid-Initiated One-Pot Synthesis of 4-Arylthio-1,2-naphthoquinones, 4-Arylthio-1,2-diacetoxynaphthalenes, and 5-Arylthio-/5-Aminobenzo[a]phenazines.
abstract: 1,2-Naphthoquiones and their derivatives constitute an important category of compounds of relevance in pharmaceutical and material chemistry. It is shown that 1,2-naphthoquinones generated by o-iodoxybenzoic acid-mediated oxidation of 2-naphthols can be subjected to a cascade of reactions, namely oxidation, Michael addition, reduction, acetylation, and cyclocondensation, in the same pot to afford diverse 4-arylthio-1,2-naphthoquinones 2, 4-arylthio-1,2-diacetoxynaphthalenes 3, and 5-arylthio-/5-aminobenzo[a]phenazines 4 in very good isolated yields. The multistep single-pot synthesis occurs smoothly in DMF at rt.
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Abhaya Kumar
authors.initials: AK
authors.lastname: Mishra
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Jarugu Narasimha
authors.initials: JN
authors.lastname: Moorthy