Nitriles oxime

Nitro compounds are versatile precursors for diverse functionalities. Their conversion into carbonyl compounds by the Nef reaction and into amines by reduction are the most widely used processes in organic synthesis using nitro compounds. In addition, dehydration of primary nitro compounds leads to nitrile oxides, a class of reactive 1,3-dipolar reagents. Nitro compounds are also good precursors for various nitrogen derivatives such as nitriles, oximes, hydroxylamines, and imines. These transformations of nitro compounds are well established and are used routinely in organic synthesis. 

Aqueous Two-Phase Hydrogenations of Nitro-Compounds, Imines, Nitriles, Oximes 11353... 

Imanaka—heterogenization of Rh complexes. In 1991, Imanaka and coworkers124 reported the heterogenization of Rh complexes by binding them to aminated polymers. As discussed previously, these findings led to fruitful research by Ford, Pardey, and others. The isolated polymer-bound Rh carbonyl anion complex was found to be reusable for reactions such as water-gas shift and reduction of nitro compounds. The polymer-bound Rh complexes were characterized by infrared spectroscopy. Water-gas shift activity (80 mol H2 per mol Rh6(CO)i6 in 24 hours) was recorded using the Rh complexes at 100 °C with 0.92 atm of CO, 2.16 ml H20, 0.05 mmol Rh6(CO)16, aminated polystyrene, 5.0 mmol of N, 5.56 ml ethoxyethanol and reduction of nitro-compounds (e.g., aliphatic nitro compounds to nitriles, oximes to nitriles, hydroxylamines to nitriles, and N-oxides to amines) occurred at 40 °C. 

Platinum Catalyst for Reductions (CoU. Vol. i, 452) Directions are given for the preparation of a colloidal platinum (or palladium) catalyst in an anhydrous, alkaline medium. This catalyst is said to be particularly valuable for the reduction of nitriles, oximes, and nitrostyrenes to pure prinaary amines. Skiia and Keil, Ber. 63, 424 (r932). 

Oxoalkane nitriles. Oximes of the a-hydroxy ketones (1) undergo fragmentation when treated with methanesulfonyl chloride or p-toluenesulfonyl chloride and pyridine. The keto nitriles (2) are obtained in about 50-95% yield. 

D Preparation of Primary, Secondary, or Tertiary Amines through Reduction of Nitriles, Oximes, and Amides... 

Nitriles, oximes, and amides can be reduced to amines. Reduction of a nitrile or an oxime yields a primary amine reduction of an amide can yield a primary, secondary, or tertiary amine ... 

By reduction of nitriles, oximes, and amides (discussed in Section 20.4D) (1) LIAIH4, EtjO... 

Reactions of carbon monoxide and hydrogen with Schiff bases, aromatic nitriles, oximes, phenylhydrazones, semicarbazones, and azynes afford phthalimidines ... 

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