Gallium (III) triflate catalyzed efficient Strecker reaction of ketones and their fluorinated analogs
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Gallium (III) triflate catalyzed efficient Strecker reaction of ketones and their fluorinated analogs.
The synthesis of alpha-aminonitriles and their fluorinated analogs has been carried out in high yield and purity by the Strecker reaction from the corresponding ketones and amines with trimethylsilyl cyanide using gallium triflate in dichloromethane. Monofluoro-, difluro-, or trifluoromethyl groups can be incorporated into the alpha-aminonitrile product by varying the nature of the fluorinated ...
متن کاملBrønsted acid-catalyzed efficient Strecker reaction of ketones, amines and trimethylsilyl cyanide.
A general method for the one-pot, three-component Strecker reaction of ketones was developed using Brønsted acids as organocatalysts. A series of alpha-aminonitriles were obtained in good to excellent yields (79-99%). A preliminary extension to a catalytic enantioselective three-component Strecker reaction of ketones (up to 40% ee) is also described.
متن کاملLewis base-catalyzed three-component Strecker reaction on water. An efficient manifold for the direct alpha-cyanoamination of ketones and aldehydes.
The first three-component organocatalyzed Strecker reaction operating on water has been developed. The manifold utilizes ketones (aldehydes) as the starting carbonyl component, aniline as the primary amine, acetyl cyanide as the cyanide source and N,N-dimethylcyclohexylamine as the catalyst.
متن کاملDirect asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol-Yb(III) complexes.
The asymmetric direct aldol condensation of aldehydes with ethyl- and propylketones is catalyzed by syn-alpha-aminoalcohol-Yb(OTf)3 complexes, yielding the anti-1,3-diol monoesters with high diastereocontrol and good enantioselectivity. Three adjacent stereogenic centers are created in a simultaneous aldol condensation and Evans-Tishchenko reduction in an acyclic system.
متن کاملGraphene Oxide and Its Functionalized Derivatives as Carbocatalysts in the Multicomponent Strecker Reaction of Ketones
The development of synthetic methods that afford high yields of the target products with a minimal environmental footprint is a major goal in organic synthesis. The use of carbocatalysts is attractive owing to their low cost and high natural abundance. Carbocatalyts have been applied in the oxidative aromatization and preparation of heteroaromatic compounds such as pyridine, imidazole, and pyri...
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ژورنال
عنوان ژورنال: Proceedings of the National Academy of Sciences
سال: 2007
ISSN: 0027-8424,1091-6490
DOI: 10.1073/pnas.0611316104