2366-92-9Relevant academic research and scientific papers
Copper-catalyzed aromatic trifluoromethylation via group transfer from fluoral derivatives
Kondo, Hideaki,Oishi, Masahiro,Fujikawa, Kenichi,Amii, Hideki
, p. 1247 - 1252 (2011)
Starting from a readily available fluoral derivative, catalytic aromatic trifluoromethylation has been successfully achieved. A small amount of copper(I) iodide-phenanthroline complex catalyzed the cross-coupling reactions of aryl/heteroaryl iodides with the O-silylated hemiaminal of fluoral (trifluoroacetaldehyde) to provide trifluoromethylated arenes in moderate to high yields.
Improved Synthesis of First Cell-Permeable Allosteric PTPRZ Inhibitor NAZ2329
Chen, Weiming,Hu, Wei,Zeng, Qiang
, p. 2095 - 2100 (2021/11/13)
Abstract: NAZ2329 is the first cell-permeable small molecular allosteric inhibitor of protein tyrosine phosphatase receptor–type Z (PTPRZ), which was considered as a new potential molecular target for drug development in glioblastoma. A facile and high-ef
A Unified and Practical Method for Carbon–Heteroatom Cross-Coupling using Nickel/Photo Dual Catalysis
Escobar, Randolph A.,Johannes, Jeffrey W.
supporting information, (2020/04/17)
While carbon–heteroatom cross-coupling reactions have been extensively studied, many methods are specific and limited to a particular set of substrates or functional groups. Reported here is a general method that allows for C?O, C?N and C?S cross-coupling reactions under one general set of conditions. We propose that an energy transfer pathway, in which an iridium photosensitizer produces an excited nickel(II) complex, is responsible for the key reductive elimination step that couples aryl bromides, iodides, and chlorides to 1° and 2° alcohols, amines, thiols, carbamates, and sulfonamides, and is amenable to scale up via a flow apparatus.
Isolation of OH-bridged Ag(i)/Cu(iii) and ion-pair Cu(i)/Cu(iii) trifluoromethyl complexes with monophosphines
Xiao, Chang,Zhang, Song-Lin
supporting information, p. 848 - 853 (2019/01/21)
Cu(iii)-CF3 complexes are important intermediates of both synthetic and mechanistic interest. This study describes the isolation, and spectroscopic and X-ray crystallographic characterization of CuIII-CF3 complexes 2-4 with typical monophosphine ligands PPh3 and Buchwald-type biarylmonophosphines. Distinct from the ion-pair [P2Cu(i)]+[Cu(iii)(CF3)4]? structures of 2 and 4 (P: PPh3 or SPhos), complex 3 exhibits a novel OH-bridged Ag(i)-Cu(iii) dinuclear structure with XPhos-coordinated linear Ag(i) and square planar Cu(iii) components. This is the first heterobimetallic Cu(iii)-CF3 complex confirmed by both solution-phase NMR spectroscopy and solid state X-ray crystal structure analysis. Complex 3 is found to have the LUMO orbital of major σ*(Cu-CF3) nature and electrophilic CF3 ligands. Accordingly, complex 3 is able to trifluoromethylate 2 equivalents of aryl boronic acids in up to quantitative yields, regardless of the inert or oxidative conditions. In contrast, the ion-pair complexes 2 and 4 show low reactivity. This study enriches the coordination and reactivity chemistry of Cu(iii)-CF3 compounds and shows the feasibility of modulation of structures and reactivity by ligand design, which may inspire future efforts on Cu(iii)-CF3 chemistry.
Fluoroform-derived CuCF3 for low-cost, simple, efficient, and safe trifluoromethylation of aryl boronic acids in air
Novak, Petr,Lishchynskyi, Anton,Grushin, Vladimir V.
supporting information; experimental part, p. 7767 - 7770 (2012/08/29)
Easy does it: Aryl boronic acids undergo smooth and selective trifluoromethylation with low-cost fluoroform-derived CuCF3 in DMF in non-dried air. The reaction occurs under mild conditions (1 atm, room temperature), exhibits unprecedented funct
