• Hard and soft electrophilic and nucleophilic dissymmetry of 𝛼-oxoketenedithioacetals and 𝑝-nitro-𝑜-phenylenediamine exploited to achieve the regioselectivity in the synthesis of 2-thiomethyl ether substituted isomer of the privileged nucleus of 1,5-benzodiazepines over to its 4-substituted isomers

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    • Keywords

       

      Regioselectivity in synthesis; 1,5-benzodiazepines; 𝛼-oxoketene dithioacetals; hard and soft dissymmetry of electrophilic and nucleophilic species.

    • Abstract

       

      An exclusive regioselective formation of 2-thiomethyl ether substituted isomer of the privileged nucleus of 1,5-benzodiazepines was achieved from the reaction of 𝑝-nitro-𝑜-phenylenediamine with a variety of 𝛼-oxoketene dithioacetals derived from several active methylene compounds, by exploiting the strategy based on the variation of electrophilicity of the two electrophilic centers of 𝛼-oxoketene dithioacetals and the hard and soft nucleophilic profiles of the 𝑝-nitro substituted 𝑜-phenylenediamines.

    • Author Affiliations

       

      Priyanka Chaudhary1 Aarti Gupta1 Pragati Devi1 Dharma Kishore1

      1. Department of Chemistry, Banasthali University, Banasthali, 304 022, India
    • Dates

       
  • Journal of Chemical Sciences | News

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