Chemistry, like all the natural sciences, Category: amides-buliding-blocks, begins with the direct observation of nature— in this case, of matter.114457-94-2, Name is (S)-3-Phenyl-2-(pyrazine-2-carboxamido)propanoic acid, SMILES is O=C(O)[C@@H](NC(C1=NC=CN=C1)=O)CC2=CC=CC=C2, belongs to amides-buliding-blocks compound. In a document, author is Nagata, Takaya, introduce the new discover.
Synthesis of amides via Beckmann rearrangement of ketoximes promoted by cyanuric chloride (TCT)/DMSO under mild conditions has been reported. Conditions of the Beckmann rearrangement, e.g., solvents, the ratios of TCT/DMSO, and the temperature, were investigated using diphenylmethanone oxime as a substrate. The optimized conditions were adopted to afford fourteen amides with yields ranging from 20% to 99%. A plausible mechanism involving an active dimethyl alkoxysulfonium intermediate was proposed according to the mass spectrometry analysis. To our best knowledge, this is the first case of study on Beckmann rearrangement of ketoximes promoted by TCT/DMSO under a mild condition to afford amides efficiently. (C) 2020 Elsevier Ltd. All rights reserved.
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Reference:
Amide – Wikipedia,
,Amide – an overview | ScienceDirect Topics