A bentonitic clay assisted method for the preparation of 2-(R-anilino)-1, 4-naphthoquinones
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A new and efficient protocol to prepare 2-(R-anilino)-1,4-naphthoquinones in quantitative yields is presented. This synthesis occurs under mild conditions by reacting the corresponding aniline and 1,4-naphthoquinone in the presence of a bentonitic clay. The role of the clay is explained in terms of a reaction mechanism in which an activated complex is formed by the reaction of 1,4-naphthoquinone with Lewis acid sites of the clay. Based on the chemical composition of the clay, with Fe3 sites, the last step of the mechanism is proposed to involve an oxidationreduction reaction. © Springer Science Business Media, LLC 2008.
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A new and efficient protocol to prepare 2-(R-anilino)-1,4-naphthoquinones in quantitative yields is presented. This synthesis occurs under mild conditions by reacting the corresponding aniline and 1,4-naphthoquinone in the presence of a bentonitic clay. The role of the clay is explained in terms of a reaction mechanism in which an activated complex is formed by the reaction of 1,4-naphthoquinone with Lewis acid sites of the clay. Based on the chemical composition of the clay, with Fe3%2b sites, the last step of the mechanism is proposed to involve an oxidationreduction reaction. © Springer Science%2bBusiness Media, LLC 2008.
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2-Anilino-1,4-naphthoquinone; Acidic clay; Bentonitic clay; Brönsted acid; Fe 3; Lewis acid 1 ,4-Naphthoquinone; 2-Anilino-1,4-naphthoquinone; Activated complex; Chemical compositions; Lewis Acid; Lewis acid site; Oxidation-reduction reaction; Quantitative yields; Reaction mechanism; Synthesis (chemical); Ketones
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2-Anilino-1,4-naphthoquinone; Acidic clay; Bentonitic clay; Brönsted acid; Fe+3; Lewis acid 1 ,4-Naphthoquinone; 2-Anilino-1,4-naphthoquinone; Activated complex; Chemical compositions; Lewis Acid; Lewis acid site; Oxidation-reduction reaction; Quantitative yields; Reaction mechanism; Synthesis (chemical); Ketones
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