Indium(I) bromide-mediated coupling of dibromoacetonitrile with aldehydes followed by Boord elimination of bromine and oxygen of β-bromo alkoxides for preparation of 3-organyl-2-alkenenitriles |
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| Authors: | Clovis Peppe Paola de Azevedo Mello Rafael Pavão das Chagas |
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| Institution: | Laboratório de Materiais Inorgânicos, Departamento de Química, Universidade Federal de Santa Maria, Santa Maria-RS 97105-900, Brazil |
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| Abstract: | The organoindium compound derived from indium monobromide and dibromoacetonitrile reacts with carbonyl compounds to afford the corresponding 2-bromo-2-cyano-indium(III) alkoxide. The action of a second equivalent of indium monobromide onto the alkoxides derived from aldehydes promotes the Boord elimination of the β-related oxygen and bromine atoms leading to 2-alkenenitriles. |
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| Keywords: | Indium Organoindium Carbon-carbon bond formation Boord elimination Oxygen extrusion Sequenced chemical reactions |
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