A facile electrochemical method for the synthesis of phenazine derivatives via an ECECC pathway
作者: Saied Saeed Hosseiny DavaraniAli Reza FakhariAhmad ShaabaniHamid AhmarAli MalekiNeda Sheijooni Fumani
作者单位: 1Department of Chemistry, Shahid Beheshti University, PO Box 19396-4716, Tehran, Iran
刊名: Tetrahedron Letters, 2008, Vol.49 (39), pp.5622-5624
来源数据库: Elsevier Journal
DOI: 10.1016/j.tetlet.2008.07.063
关键词: PhenazineElectrochemical synthesisECECC mechanism23-Dimethylhydroquinoneo -Phenylenediamine
英文摘要: Abstract(#br)Electrochemical oxidation of 2,3-dimethylhydroquinone 1 has been studied in the presence of o -phenylenediamines 3a – c as nucleophiles in aqueous solution, using cyclic voltammetry and controlled potential coulometry. The results indicate that the quinone 2 derived from 2,3-dimethylhydroquinone participates in Michael addition and imine condensation reactions with o -phenylenediamine via an ECECC mechanism, and is converted to the corresponding phenazine derivatives 7a – c and 7 ′ b . The electrochemical synthesis of compounds 7a – c and 7 ′ b has been performed successfully at a carbon rod electrode in an undivided cell with good yields and high purities.
全文获取路径: Elsevier  (合作)
影响因子:2.397 (2012)