Electric Literature of 815-17-8, New Advances in Chemical Research, May 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur, causing turnover rates to depend strongly on interfacial structure and composition. 815-17-8, Name is 3,3-Dimethyl-2-oxobutanoic acid, SMILES is CC(C)(C)C(C(O)=O)=O, belongs to benzisoxazole compound. In a article, author is Cvetovich, RJ, introduce new discover of the category.
A practical synthesis of benzisoxazole 1 and its conversion to alpha-aryloxyisobutyric acid 2 using 1,1,1-trichloro-2-methyl-2-propanol (chloretone) was developed. Benzisoxazole I was formed in high yields by the action of either methanesulfonyl chloride/base upon intermediate oxime 8 or with thionyl chloride/base, which initially forms cyclic sulfite 10. A highly reactive, short-lived intermediate derived from chloretone was detected by ReacIR and its half-life determined to be similar to 5 min. Reaction conditions for the Bargellini reaction were developed that resulted in a 95% yield of 2 from the reaction of highly hindered phenol 1 with chloretone hemihydrate and powdered NaOH in acetone. Thus highly hindered alpha-aryloxyisobutyric acids can be made in a single step in high yield.
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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics