The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Formation and constitution of indoxazenes》. Authors are Lindemann, Hans; Pickert, Walter.The article about the compound:1,2-Benzisoxazolecas:271-95-4,SMILESS:C12=CC=CC=C1ON=C2).COA of Formula: C7H5NO. Through the article, more information about this compound (cas:271-95-4) is conveyed.
Heating o-HOC6H4CMeNOAc with NaOH on the H2O bath gives 2-methylindoxazene (I); with an excess of NaOH the corresponding oxime is obtained. 2-Hydroxy-4,6-dimethylbenzaldoxime, m. 130°; Ac derivative, m, 109°; with the calculated amount of NaOH this gives 3,5-dimethylindoxazene (II), b14 117°; with 20% NaOH on the H2O bath II gives 2-hydroxy-4,6-dimethylbenzonitrile, m. 180° (Ac derivative, m. 54°). Reduction of 2,4-dimethylindoxazene (III) in AcOH with Pd on BaSO4. gives 5,2-Me(OH)C6H3COMe; in absolute Et2O the corresponding imine, yellow, m. 167° (decomposition) is formed. In concentrated H2SO4-HNO3, II gives a 4-nitro derivative, m. 112°; NaOH transforms this into 2-hydroxy-4,6-dimethyl-5-nitrobenzonitrile, m. 193°. Indoxazene, d420.4 1.1729, n 1.5554, 1.56161, 1.57721 and 1.59124 for α, D, β and γ at 20.4°; 1, d419.9 1.1260, n 1.54472, 1.55098, 1.56624, 1.58074 at 19.9°; 111, d419.8 1.0955, n 1.53887, 1.54461, 1.55841, – at 19.8°; II, d420.2 1.1061, n, 1.54755, 1.55362, 1.56823, 1.58186 at 20.2°. The constitutions of these compounds are discussed in the light of the spectrochem. data.
This literature about this compound(271-95-4)COA of Formula: C7H5NOhas given us a lot of inspiration, and I hope that the research on this compound(1,2-Benzisoxazole) can be further advanced. Maybe we can get more compounds in a similar way.
Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI