695-96-5Relevant articles and documents
Directed regioselectiveortho,ortho′-magnesiations of aromatics and heterocycles usingsBu2Mg in toluene
Doerrich, Sabrina B.,Hess, Andreas,Karaghiosoff, Konstantin,Knochel, Paul,Lemaire, Sébastien,Lutter, Ferdinand H.,Prohaska, Jan P.,Trauner, Florian,Wagschal, Simon
, p. 8424 - 8429 (2021/07/02)
Aryl azoles are ubiquitous as bioactive compounds and their regioselective functionalization is of utmost synthetic importance. Here, we report the development of a toluene-soluble dialkylmagnesium basesBu2Mg. This new reagent allows mild and regioselectiveortho-magnesiations of variousN-arylated pyrazoles and 1,2,3-triazoles as well as arenes bearing oxazoline, phosphorodiamidate or amide directing groups. The resulting diarylmagnesium reagents were further functionalized either by Pd-catalyzed arylation or by trapping reactions with a broad range of electrophiles (aldehydes, ketones, allylic halides, acyl chlorides, Weinreb amides, aryl halides, hydroxylamine benzoates, terminal alkynes). Furthermore, several doubleortho,ortho′-magnesiations were realized in the case of aryl oxazolines,N-aryl pyrazoles as well as 2-aryl-2H-1,2,3-triazoles by simply repeating the magnesiation/electrophile trapping sequence allowing the preparation of valuable 1,2,3-functionalized arenes.
A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide
Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong
supporting information, p. 813 - 822 (2020/02/15)
A convenient, rapid H2SO4-promoted regioselective monobromination reaction with N-bromosuccinimide was developed. The desired para-monobrominated or ortho-monobrominated products of phenol derivatives were obtained in good to excellent yields with high selectivity. Regioselective chlorination and iodination were also achieved in the presence of H2SO4 using N-chlorosuccinimide and N-iodosuccinimide, respectively.
Bioinspired catalysis and bromoperoxidase like activity of a multistimuli-responsive supramolecular metallogel: Supramolecular assembly triggered by pi-pi stacking and hydrogen bonding interactions
Kurbah, Sunshine Dominic,Lal, Ram A.
, p. 5410 - 5418 (2020/04/17)
We report the synthesis and characterization of a new self-assembled VO2-L metallogel. Gel formation was investigated by dissolving VO2-L in various solvents and it was found that water/methanol (1?:?9 (v/v) ratio) induces gel formation. The single crystal X-ray structure of the VO2-L metallogel exhibits C-H?O and N-H?O hydrogen bonding interactions and pi-pi stacking. The VO2-L xerogel obtained after removing the solvents was found to exhibit outstanding performance in catalysis. Bromoperoxidase-like activity of the VO2-L metallogel was also reported. The present catalytic studies are simple and proceed under mild conditions.
