16409-28-2Relevant academic research and scientific papers
TfOH catalyzed One-Pot Schmidt–Ritter reaction for the synthesis of amides through N-acylimides
Singh, Garima,Dada, Ravikrishna,Yaragorla, Srinivasarao
supporting information, p. 4424 - 4427 (2016/09/13)
A One-Pot tandem Schmidt–Ritter process for the synthesis of amides has been developed using the super acid as catalyst. The in situ generated aryl/aliphatic nitriles from the reaction of aldehydes and sodium azide in the presence of TfOH and AcOH (Schmidt reaction) react with suitable alcohol (Ritter reaction) to give the amides. For the first time we observed that during the Schmidt process N-acylimides were generated along with nitriles, interestingly these N-acylimides also participated in the Ritter reaction.
Development of variously functionalized nitrile oxides
Asahara, Haruyasu,Arikiyo, Keita,Nishiwaki, Nagatoshi
, p. 1241 - 1245 (2015/08/18)
N-Methylated amides (N,4-dimethylbenzamide and N-methylcyclohexanecarboxamide) were systematically subjected to chemical transformations, namely, N-tosylation followed by nucleophilic substitution. The amide function was converted to the corresponding carboxylic acid, esters, amides, aldehyde, and ketone upon treatment with hydroxide, alkoxide, amine, diisobutylaluminium hydride and Grignard reagent, respectively. In these transformations, N-methyl-N-tosylcarboxamides behave like a Weinreb amide. Similarly, N-methyl-5-phenylisoxazole-3-carboxamide was converted into 3-functionalized isoxazole derivatives. Since the amide was prepared by the cycloaddition reaction of ethynylbenzene and N-methylcarbamoylnitrile oxide, the nitrile oxide served as the equivalent of the nitrile oxides bearing a variety of functional groups such as carboxy, alkoxycarbonyl, carbamoyl, acyl and formyl moieties.
Microwave-enhanced aminocarbonylations in water
Wu, Xiongyu,Larhed, Mats
, p. 3327 - 3329 (2007/10/03)
(Chemical Equation Presented) Aryl bromides can be rapidly converted to the corresponding secondary and tertiary benzamides in water. By using Mo(CO) 6 as the source of carbon monoxide, aminocarbonylations were conducted under air after only 10
