- Transition metal-free sodium borohydride promoted controlled hydration of nitriles to amides
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A transition metal-free process, promoted by sodium borohydride, has been developed for convenient and selective hydration of nitriles to corresponding amides. The present process converts the aromatic, aliphatic, and heteroaromatic nitriles with wide functional group tolerance. The regioselective hydration of one nitrile moiety in the presence of an other nitrile group makes high impact in the present protocol.
- Verma, Praveen Kumar,Kumar, Neeraj,Sharma, Upendra,Bala, Manju,Kumar, Vishal,Singh, Bikram
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p. 2867 - 2875
(2013/09/02)
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- Palladium-catalyzed approach to primary amides using nongaseous precursors
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A simple protocol is reported for the preparation of primary aryl amides under Pd-catalyzed carbonylation chemistry applying a two-chamber system with crystalline and nontransition metal based sources of carbon monoxide and ammonia. The method is suitable for the synthesis of a number of primary amides with good functional group tolerance. Incorporation of 13CO into the primary amide group was also found to be effective making this approach useful for accessing carbon isotope labeled derivatives.
- Nielsen, Dennis U.,Taaning, Rolf H.,Lindhardt, Anders T.,Gogsig, Thomas M.,Skrydstrup, Troels
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supporting information; experimental part
p. 4454 - 4457
(2011/10/05)
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- Method for the preparation of 5-cyanophthalide
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A method for the preparation of 5-cyanophthalide in which 5-carboxyphthalide is converted to the corresponding amide of Formula (IV) in which R is hydrogen or C1-6 alkyl, which is then reacted with a dehydrating agent thereby obtaining 5-cyanophthalide. The conversion of 5-carboxyphthalide to the corresponding amide of Formula (IV) may be carried out via the corresponding C1-6 alkyl or phenyl ester or the acid chloride, which is converted to the amide of Formula (IV) by amidation with ammonia or a C1-6 alkylamine. By the process 5-cyanophthalide, an important intermediate used in the preparation of the antidepressant citalopram, is prepared in high yields by a convenient, cost effective procedure.
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