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Synthesis and reactivity of new amide-substituted oxindole derivatives

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Abstract Oxindole derivatives are of growing importance in organic synthesis and in the synthesis of biologically active compounds, therefore, a very important goal is to develop new ways of modifying… Click to show full abstract

Abstract Oxindole derivatives are of growing importance in organic synthesis and in the synthesis of biologically active compounds, therefore, a very important goal is to develop new ways of modifying such scaffold. In this article we proposed a general approach to synthesis of oxindole-based amide-substituted compounds, which includes usage of protecting group. To stabilize the key-molecule for further modifications – amino-isatin, the carbonyl group in the 3-position of the starting nitro-isatin was protected by ketal synthesis. Next, the reduction of nitro-group and further modification of amino-group was carried out. The proposed strategy allows us to obtain mono- and diamido-substituted isatins. The possibility of their modification in the 3-position for synthesis of potent biologically active compounds is demonstrated.

Keywords: amide substituted; oxindole derivatives; group; reactivity new; synthesis reactivity; synthesis

Journal Title: Tetrahedron
Year Published: 2017

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