1. A facile electrochemical method for the synthesis of phenazine derivatives via an ECECC pathway
- Author
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Hosseiny Davarani, Saied Saeed, Fakhari, Ali Reza, Shaabani, Ahmad, Ahmar, Hamid, Maleki, Ali, and Sheijooni Fumani, Neda
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ELECTROCHEMICAL analysis , *OXIDATION , *CONDENSATION , *PHENAZINE - Abstract
Abstract: 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. [Copyright &y& Elsevier]
- Published
- 2008
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