262268-58-6Relevant articles and documents
Asymmetric Photocatalytic C-H Functionalization of Toluene and Derivatives
Mazzarella, Daniele,Crisenza, Giacomo E. M.,Melchiorre, Paolo
supporting information, p. 8439 - 8443 (2018/07/25)
Reported herein is a visible-light-mediated organocatalytic direct C-H functionalization of toluene derivatives to afford enantioenriched β-benzylated aldehydes from the corresponding enals. The process combines the oxidative power of a chiral excited-state iminium ion and the basic nature of its counteranion to trigger the generation of benzylic radicals by means of a sequential multisite proton-coupled electron transfer mechanism. This study shows that feedstock chemicals generally used as solvents, such as toluene and xylene derivatives, can be used as substrates for making chiral molecules with high enantioselectivity.
Discovery of novel piperonyl derivatives as diapophytoene desaturase inhibitors for the treatment of methicillin-, vancomycin- and linezolid-resistant Staphylococcus aureus infections
Wei, Hanwen,Mao, Fei,Ni, Shuaishuai,Chen, Feifei,Li, Baoli,Qiu, Xiaoxia,Hu, Linghao,Wang, Manjiong,Zheng, Xinyu,Zhu, Jin,Lan, Lefu,Li, Jian
, p. 235 - 251 (2018/01/17)
Inhibition of S. aureus diapophytoene desaturase (CrtN) could serve as an alternative approach for addressing the tricky antibiotic resistance by blocking the biosynthesis of carotenoid pigment which shields the bacterium from host oxidant killing. In this study, we designed and synthesized 44 derivatives with piperonyl scaffold targeting CrtN and the structure-activity relationships (SARs) were examined extensively to bring out the discovery of 21b with potent efficacy and better hERG safety profile compared to the first class CrtN inhibitor benzocycloalkane derivative 2. Except the excellent pigment inhibitory activity against wild-type S. aureus, 21b also showed excellent pigment inhibition against four pigmented MRSA strains. In addition, H2O2 killing and human whole blood killing assays proved 21b could sensitize S. aureus to be killed under oxidative stress conditions. Notably, the murine study in vivo validated the efficacy of 21b against pigmented S. aureus Newman, vancomycin-intermediate S. aureus Mu50 and linezolid-resistant S. aureus NRS271.
Preparation method of m-trifluoromethyl cinnamaldehyde
-
Paragraph 0020; 0021, (2017/07/06)
The invention discloses a preparation method of m-trifluoromethyl cinnamaldehyde. The m-trifluoromethyl cinnamaldehyde is prepared from m-trifluoromethyl benzaldehyde and acetaldehyde in the presence of an alkaline catalyst through one-step aldol condensation reaction, wherein the alkaline catalyst is DBU (1,8-diazabicyclo(5.4.0)undec-7-ene), triethylamine or N-di(isopropyl)ethylamine; the mole ratio of the DBU to the m-trifluoromethyl benzaldehyde is (1:10)-(3:5); the mole ratio of the acetaldehyde to the m-trifluoromethyl benzaldehyde is (1:1)-(5:1); and the condensation reaction is performed in the presence of methanol, methyl tert-butyl ether or tetrahydrofuran. The method disclosed by the invention has the advantages of short synthesis route, mild reaction conditions and simple operation; and particularly, the appropriate alkaline catalyst is selected, so that the product having the purity of 98% or above can be obtained at a favorable yield. Thus, the method is suitable for large-scale industrial production, and has great application value.
