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Title None-catalyst and clean synthesis of symmetric and asymmetric indoles from electrochemical oxidation of 4-aminophenol and p-phenylenediamine in the presence of malononitrile in green media
Type JournalPaper
Keywords 'electrochemical oxidation' of '4-aminophenol' p-phenylenediamine''malononitrile'
Abstract The mechanism of electrochemical oxidation of p-phenylenediamine and 4-aminophenol in the presence of malononitrile, as a nucleophile is studied in a phosphate buffer solution (0.15 M) mixed with ethanol (v:v) using the cyclic voltammetry, controlled-potential coulometry and UV-spectroscopy methods. The results obtained indicate that the oxidation form of p-phenylenediamine and 4-aminophenol participate in the 1,4-michael addition reactions with malononitrile via the ECECCC mechanism (E: electrochemical and C: chemical) for the electrochemical synthesis of new indole derivatives with good yield under controlled potential conditions. The products obtained were characterized after purification by the FT-IR, 1H NMR, 13C NMR, mass spectroscopy and elemental analysis.
Researchers Davood Nematollahi (Not In First Six Researchers), Mohammad Bakherad (Fifth Researcher), Maryam Rajabi (Fourth Researcher), Sepideh Radmannia (Third Researcher), (Second Researcher), alireza Asghari (First Researcher)