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Title
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Different strategies in electrochemical synthesis of new mono and di-substituted hydroquinone and benzoquinone
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Type
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JournalPaper
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Keywords
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Different strategies in electrochemical synthesis of new mono and di-substituted hydroquinone and benzoquinone
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Abstract
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Electrochemical syntheses of 2-indolyl-5-arylsulfonyl-p-benzoquinone derivatives were carried out in two successive oxidation steps. The first involves the oxidation of hydroquinone, 4-(piperazin-1-yl) phenol) and 1-(4-(4-hydroxyphenyl) piperazin-1-yl) ethanone in the presence of arylsulfinic acids as nucleophiles. Our voltammetric data indicate that electrochemically generated p-benzoquinone participates in Michael addition reaction with arylsulfinic acids leading to the 2-(arylsulfonyl) benzene-1,4-diols. The second consists of the oxidation of 2-(arylsulfonyl) benzene-1,4-diols in the presence of 1,2-dimethylindole and the formation of 2-indolyl-5-arylsulfonyl-p-benzoquinone derivatives as the final products. A plausible mechanism for the synthesis of 2-indolyl-5-arylsulfonyl-p-benzoquinone derivatives is also presented.
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Researchers
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Sadegh Khazalpour (Third Researcher), (Second Researcher), Davood Nematollahi (First Researcher)
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