The direct synthesis of N-alkylated amides via a tandem hydration/N-alkylation reaction from nitriles, aldoximes and alcohols.
نویسندگان
چکیده
A novel strategy for the direct synthesis of N-alkylated amides from nitriles, aldoximes and alcohols was proposed and accomplished in the presence of a Cp*Ir complex.
منابع مشابه
Boron trifluoride etherate; highly efficient catalyst for synthesis of tert-butylamides via modified Ritter reaction in solvent free condition
Highly efficient method for the preparation of N-tert-butyl amides by reaction of nitriles with tertbutylacetateis described using boron trifluoride etherate in solvent free condition. Selective amidation ofbenzonitrile in the presence of acetonitrile was also achieved.
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A series of Pd(en)X2 salts were used as catalysts for the conversion of aldoximes into nitriles and amides. Highlights of this protocol include the use of inexpensive polar solvents, including water, and moderate reaction temperatures. A high degree of selectivity in the reaction outcome was observed when using aliphatic vs. aromatic/conjugated aldoximes.
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Amide bond formation reactions are among the most important transformations in organic chemistry because of the widespread occurrence of amides in pharmaceuticals, natural products and biologically active compounds. The Beckmann rearrangement is a well-known method to generate secondary amides from ketoximes. However, under the acidic conditions commonly employed, aldoximes RHC=NOH rarely rearr...
متن کاملA mild hydration of nitriles catalysed by copper(ii) acetate.
A simple, mild and general procedure for the hydration of nitriles to amides using copper as catalyst and promoted by N,N-diethylhydroxylamine is described. The reaction can be conducted in water at low temperature in short reaction times. This new procedure allows amides to be obtained from a wide range of substrates in excellent yields.
متن کاملUltrasound Promoted Efficient Synthesis of some Amides from Nitriles in Ambient Condition
Some amide derivatives have been synthesized by the reaction of corresponding nitriles with potassium tert-butoxide as a nucleophilic oxygen source under ultrasonic irradiation. This new methodology provides good to excellent yields in short reaction times (15-90 min) at room temperature.
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عنوان ژورنال:
- Chemical communications
دوره 50 61 شماره
صفحات -
تاریخ انتشار 2014