Design and synthesis of α-aminonitrile-functionalized novel retinoids |
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Authors: | Bhaskar C Das Jaime Anguiano Sakkarapalayam M Mahalingam |
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Institution: | aDepartment of Nuclear Medicine, Albert Einstein College of Medicine, Bronx, NY 10461, USA;bDepartment of Developmental and Molecular Biology, Albert Einstein College of Medicine, Bronx, NY 10461, USA |
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Abstract: | We have developed an expedient one-pot method for the synthesis of α-aminonitrile-functionalized new retinoids via a three-component condensation of β-cyclocitral, amine, and TMSCN (trimethyl silylcyanide) in the presence of a catalytic amount of indium(III) chloride in water. The reactions proceeded smoothly at room temperature in water to generate the corresponding retinoids in moderate to excellent yields (85–92%). In addition, the utility of this reaction was demonstrated to synthesize boron-containing retinoids. |
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Keywords: | Retinoids α -Aminonitrile Pinacolatoborane Boron-containing retinoids |
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