title: Tandem C-O and C-N Bonds Formation Through O-Arylation and [3,3]-Rearrangement by Diaryliodonium Salts: Synthesis of N-Aryl Benzo[1,2,3]triazin-4(1H)-one Derivatives.
abstract: Metal-free O-arylation and [3, 3]-rearrangement have been shown as an efficient strategy to construct new C-O and C-N bonds in one-pot reactions. The method was used to prepare N-aryl benzo[1,2,3]triazin-4(1H)-one derivatives in good yields from N-hydroxy benzo[1,2,3]triazin-4(3H)-one and diaryliodonium salts. The reaction was tolerated a variety of sensitive functional groups such as iodine, nitro, ester, and aldehyde groups. A rational mechanism was proposed based on the experimental results, and the reaction was easily up to gram scale.
authors.affiliation: Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Education of China, School of Chemistry & Pharmaceutical Sciences, Guangxi Normal University , 15 Yu Cai Road, Guilin 541004, China.
authors.forename: Wei-Min
authors.initials: WM
authors.lastname: Shi
authors.affiliation: Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Education of China, School of Chemistry & Pharmaceutical Sciences, Guangxi Normal University , 15 Yu Cai Road, Guilin 541004, China.
authors.forename: Xiao-Pan
authors.initials: XP
authors.lastname: Ma
authors.affiliation: Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Education of China, School of Chemistry & Pharmaceutical Sciences, Guangxi Normal University , 15 Yu Cai Road, Guilin 541004, China.
authors.forename: Cheng-Xue
authors.initials: CX
authors.lastname: Pan
authors.affiliation: Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Education of China, School of Chemistry & Pharmaceutical Sciences, Guangxi Normal University , 15 Yu Cai Road, Guilin 541004, China.
authors.forename: Gui-Fa
authors.initials: GF
authors.lastname: Su
authors.affiliation: Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Education of China, School of Chemistry & Pharmaceutical Sciences, Guangxi Normal University , 15 Yu Cai Road, Guilin 541004, China.
authors.forename: Dong-Liang
authors.initials: DL
authors.lastname: Mo