266338-24-3Relevant academic research and scientific papers
Rearrangements of Cycloalkenyl Aryl Ethers
T?rincsi, Mercedesz,Nagy, Melinda,Bihari, Tamás,Stirling, András,Kolonits, Pál,Novak, Lajos
, (2016/05/24)
Rearrangement reactions of cycloalkenyl phenol and naphthyl ethers and the acid-catalyzed cyclization of the resulting product were investigated. Claisen rearrangement afforded 2-substituted phenol and naphthol derivatives. Combined Claisen and Cope rearrangement resulted in the formation of 4-substituted phenol and naphthol derivatives. In the case of cycloocthylphenyl ether the consecutive Claisen and Cope rearrangements were followed by an alkyl migration. The mechanism of this novel rearrangement reaction is also discussed.
Synthesis and inhibitory evaluation of cyclohexen-2-yl- and cyclohexyl-substituted phenols and quinones to endothelial cell and cancer cells
Liu, Xin,Ou, Yingyong,Chen, Shaopeng,Lu, Xin,Cheng, Hao,Jia, Xian,Wang, Decai,Zhou, Guo-Chun
experimental part, p. 2147 - 2153 (2010/07/04)
Alkylation of phenols with 1,3-cyclohexadiene (1) has been conducted and a series of cyclohexen-2-yl- and cyclohexyl-substituted phenols and quinones were screened against the proliferation of HUVEC and cancer cells. Phenol type as well as the size and occupied position of the substitute are important for the alkylating reaction and the inhibitory activity and selectivity of a compound. 2,5-Di(cyclohexen-2-yl)benzene-1,4-diol (25) bearing two cyclohexen-2-yl groups and 2-tert-butyl-5-(cyclohexen-2-yl)benzene-1,4-diol (30) bearing cyclohexen-2-yl and tert-butyl groups exhibited good selectivity against HUVEC proliferation (IC50s of 2.0 and 1.4?μM, respectively) with relatively low toxicity to ccc-HPF-1.
