Copper-Catalyzed Direct C-H Trifluoromethylation of Quinones was written by Wang, Xi;Ye, Yuxuan;Ji, Guojing;Xu, Yan;Zhang, Songnan;Feng, Jiajie;Zhang, Yan;Wang, Jianbo. And the article was included in Organic Letters in 2013.Formula: C9H10O4 This article mentions the following:
An efficient and practical methodol. has been developed to introduce the CF3 group onto quinones through Cu(I)-catalyzed direct C-H trifluoromethylation of quinones. E.g., in presence of CuI in t-BuOH/DCM, direct C-H trifluoromethylation of quinone derivative (I, R = H) by electrophilic trifluoromethylation reagent (II) gave 77% trifluoromethylated product (I, R = CF3). In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Formula: C9H10O4).
2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Formula: C9H10O4
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem