7305-08-0Relevant academic research and scientific papers
Copper porphyrin-catalyzed C(sp2)—O bond construction via coupling phenols with formamides
Yang, Shuang,Chen, Xiao-Yan,Xiong, Ming-Feng,Zhang, Hao,Shi, Lei,Lin, Dong-Zi,Liu, Hai-Yang
, p. 1541 - 1548 (2021/04/21)
Copper porphyrin-catalyzed construction of C(sp2)—O bond via coupling formamides with phenols was achieved firstly. A broad range of substrates afforded various carbamates in moderate to good yields with good functional group tolerance at low catalyst loading. Intermolecular competing kinetic isotope effect experiment indicated that the generation of formamide radical is the rate-determining step of current cross-dehydrogenative coupling (CDC) reaction. The research extends the application of metalloporphyrin in CDC reaction.
In silico to in vitro screening of hydroxypyridinones as acetylcholinesterase inhibitors
Telpoukhovskaia, Maria A.,Patrick, Brian O.,Rodríguez-Rodríguez, Cristina,Orvig, Chris
supporting information, p. 1624 - 1628 (2016/05/09)
We have previously shown the improved acetylcholinesterase inhibitory activity of a model hydroxypyridinone compound transforming the hydroxyl group on the main ring into an N,N-dimethylcarbamate group; in the course of that study we developed a computational model to screen compounds for enzymatic activity. Herein we report development of second generation libraries. Candidates that adhere to drug-like criteria from a virtual library of compounds were tested using computational docking studies. Synthesis and characterization of chosen test compounds and their acetylcholinesterase inhibitory activity are presented.
Pd(II) catalyzed ortho C-H iodination of phenylcarbamates at room temperature using cyclic hypervalent iodine reagents
Sun, Xiuyun,Yao, Xia,Zhang, Chao,Rao, Yu
supporting information, p. 10014 - 10017 (2015/06/22)
A novel approach to access ortho iodinated phenols using cyclic hypervalent iodine reagents through palladium(II) catalyzed C-H activation has been developed through weak coordination. The reaction showed excellent regioselectivity, reactivity and good functional group tolerance. A unique mechanism was proposed.
Room-temperature Pd-catalyzed C-H chlorination by weak coordination: One-pot synthesis of 2-chlorophenols with excellent regioselectivity
Sun, Xiuyun,Sun, Yonghui,Zhang, Chao,Rao, Yu
supporting information, p. 1262 - 1264 (2014/02/14)
A room-temperature Pd(ii)-catalyzed regioselective chlorination reaction has been developed for a facile one-pot synthesis of a broad range of 2-chlorophenols. The reaction demonstrates an excellent regioselectivity and reactivity for C-H chlorination. This reaction represents one of the rare examples of mild C-H functionalization at ambient temperature.
A general approach towards catechol and pyrogallol through ruthenium- and palladium-catalyzed C-H hydroxylation by weak coordination
Yang, Xinglin,Sun, Yonghui,Chen, Zhang,Rao, Yu
supporting information, p. 1625 - 1630 (2014/06/09)
An efficient ruthenium(II)- and palladium(II)-catalyzed C-H hydroxylation of aryl carbamates has been developed for the facile synthesis of catechols and pyrogallols. The reaction demonstrates excellent reactivity, regio- and chemoselectivity, good functional group compatibility and high yields. The practicality of this method has been proved by a gram-scale synthesis.
Infrared Spectra and Transmission of Electronic Effects in Substituted Phenyl N,N-Dimethylcarbamates and S-Phenyl N,N-Dimethylthiocarbamates
Perjessy, Alexander,Jones, Ronald G.,McClair, Susan L.,Wilkins, Joyce M.
, p. 1266 - 1271 (2007/10/02)
Carbonyl stretching frequencies in CCl4 and CHCl3 and hydroxyl stretching frequency shifts of phenol as a proton donor in CCl4 were measured for series of substituted phenyl N,N-dimethylcarbamates (I) and S-phenyl N,N-dimethylthiocarbamates (II).The data
