Synthesis of Fused Indoline-Cyclobutanone Derivatives via an Intramolecular [2+2] Cycloaddition was written by Neyyappadath, Rifahath M.;Greenhalgh, Mark D.;Cordes, David B.;Slawin, Alexandra M. Z.;Smith, Andrew D.. And the article was included in European Journal of Organic Chemistry in 2019.HPLC of Formula: 5367-32-8 This article mentions the following:
Enamines such as I, generated in situ from (allylamino)phenylacetic acids by ozonolysis followed by Wittig reactions with α-(triphenylphosphoranylidene)ketones, underwent diastereoselective intramol. [2+2]-cycloaddition reactions mediated by pivaloyl chloride and i-Pr2NEt in CHCl3 to give cyclobutaindolinones (fused indoline-cyclobutanones) such as II. An allylphenylacetic acid underwent an analogous cycloaddition to form a cyclobutaindanone, providing evidence for the presence of ketene intermediates in the observed [2+2]-cycloadditions The formation of a ketene intermediate in this process is significant as the reaction conditions employed are analogous to those commonly used in tertiary amine Lewis base catalysis, where the potential intermediacy of ketenes is an important consideration that is often overlooked. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8HPLC of Formula: 5367-32-8).
3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.HPLC of Formula: 5367-32-8
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem