In situ generation of nitrile oxides from copper carbene and tert-butyl nitrite: synthesis of fully substituted isoxazoles was written by Chen, Rongxiang;Ogunlana, Abosede Adejoke;Fang, Shangwen;Long, Wenhao;Sun, Hongmei;Bao, Xiaoguang;Wan, Xiaobing. And the article was included in Organic & Biomolecular Chemistry in 2018.Name: Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:
A [3 + 2] cycloaddition reaction of β-keto esters with nitrile oxides, which were generated in situ from copper carbene and tert-Bu nitrite, is reported. This three-component reaction provides methodol. for the direct synthesis of fully substituted isoxazole derivatives, featuring mild reaction conditions, readily accessible starting materials and simple operation. The exptl. studies and DFT calculations suggest that the reaction starts with the generation of the key intermediate nitrile oxides, followed by a [3 + 2] cycloaddition reaction of β-keto esters to give the final isoxazole products. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Name: Ethyl 3-oxo-3-(m-tolyl)propanoate).
Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Name: Ethyl 3-oxo-3-(m-tolyl)propanoate
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