Silicon tetrachloride-induced regioselective reaction of Nbromosuccinimide with arylidenemalononitrile and with ¢-unsaturated ketones

Author(s): HananA.Soliman, FaroukM.E.Abdel-Megeid, Saad S.Elmorsy

A mild method for the regioselective N-bromosuccinimide (NBS) addition to the olefinic double bond of benzalmalononitile derivatives using tetrachlorosilane (TCS) in acetonitrile as solvent at room temperature to produce 2-bromo-2-((2,5-dioxopyrrolidin-1-yl)(aryl)methyl) malononitrile, in case of presence of donating group on benzene ring, substitution of â-hydrogen by bromine accrue at the same conditions, also á,â-unsaturated ketones react with TCS/NBS in methylene chloride as a solvent and the corresponding (geminal or vicinal) dibromoketones produced.

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