5820-22-4Relevant articles and documents
On the toxicity of phenols to fast growing cells. A QSAR model for a radical-based toxicity
Selassie, Cynthia D.,Shusterman, Alan J.,Kapur, Sanjay,Verma, Rajeshwar P.,Zhang, Litai,Hansch, Corwin
, p. 2729 - 2733 (1999)
The cytotoxicities of a series of simple phenols as well as estrogenic phenols such as octyl and nonyl phenols, Bisphenol A, diethylstilbestrol, estradiol, estriol, equilin and equilenin were studied in a fast growing murine leukemia cell line. The use of calculated homolytic bond dissociation energies (BDE) as the electronic parameter led to the development of a Quantitative Structure-Activity Relationship model with superior results; one which established the importance of relatively low BDE values in enhancing toxicity to rapidly multiplying cells. The correlation equation that emerged is as follows: log 1/C= -0.19BDE + 0.21 log P + 3.11. It suggests that toxicity is closely related to mostly homolytic cleavage of the phenolic O-H bond and overall hydrophobicity of the phenol.
A Construction of α-Alkenyl Lactones via Reduction Radical Cascade Reaction of Allyl Alcohols and Acetylenic Acids
Zhang, Hua,Zhang, Guo-Min,He, Shuai,Shi, Zhi-Chuan,Zhang, Xiao-Mei,Wang, Ji-Yu
supporting information, p. 8337 - 8344 (2020/11/03)
An iron-catalyzed cascade reaction of radical reduction of allyl alcohols and acetylenic acids to construct polysubstituted α-alkenyl lactones has been developed. In this paper, various allyl alcohols can form allyl ester intermediates and are further transformed into alkyl radicals, which form products through intramolecular reflex-Michael addition. In addition, this method can be used to prepare spirocycloalkenyl lactones. Interestingly, this protocol can be used to synthesize the skeleton structure of natural products. Moreover, the product can be further transformed into a β-methylene tetrahydrofuran and tetrahydrofuran diene.
Method for compounding benzofuran derivatives by adding C-O bonds into olefin molecules through non-metallic Lewis acid catalysis
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Paragraph 0026; 0028; 0030; 0031, (2018/10/02)
The invention provides a method for compounding benzofuran derivatives by adding C-O bonds into olefin molecules through non-metallic Lewis acid catalysis. The method includes step 1, subjecting raw materials, namely phenol derivatives, to three-step reactions to obtain olefin serving as a reaction substrate; step 2, adding non-metallic Lewis acid and methylbenzene into the reaction substrate obtained in the step 1, and obtaining the benzofuran derivatives after reaction. The method has the advantages that the non-metallic Lewis acid is taken as a catalyst during reaction, so that pollution ofresidual metal catalysts to products is avoided, and troubles in post-treatment are omitted.