36375-81-2Relevant academic research and scientific papers
Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines
Akram, Manjur O.,Das, Avishek,Chakrabarty, Indradweep,Patil, Nitin T.
supporting information, p. 8101 - 8105 (2019/10/11)
The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.
Copper(II) acetate catalyzed cross-coupling of pentafluorophenylboronic acid with amines under an atmosphere of oxygen
Zhong, Weihui,Liu, Zhenyu,Yu, Chuanming,Su, Weike
experimental part, p. 2888 - 2892 (2009/05/07)
Under an atmosphere of oxygen and a catalytic amount of Cu(OAc) 2, pentafluorophenylboronic acid reacted with anilines at room temperature to produce the corresponding N-pentafluorophenylanilines in moderate to good yields. In the case of alkylamines, unexpected N-alkyl-2,2′,3, 3′,4′,5,5′,6,6′-nona-fluorobiphenyl-4-amines were formed under the similar conditions in moderate yields. Georg Thieme Verlag Stuttgart.
Chemistry and kinetics of singlet (pentafluorophenyl)nitrene
Poe, Russell,Schnapp, Karlyn,Young, Mary J.T.,Grayzar, Jennifer,Platz, Matthew S.
, p. 5054 - 5067 (2007/10/02)
The chemistry and kinetics of singlet (pentafluorophenyl)nitrene were studied by chemical trapping and laser flash photolysis techniques. Photolysis of pentafluorophenyt azide in cyclohexane, benzene, diethylamine, pyridine, tetramethylethylene, tetrahydrofuran, dimethyl sutfoxide, and dimethyl sulfide forms adducts in fair to good yields. At ambient temperature singlet (pentafluorophenyl)nitrene is intercepted, and intersystem crossing to the lower energy triplet state is unimportant. Triplet nitrene chemistry can be achieved by benzoylbiphenyl photosensitization, the presence of methanol or ethyl iodide, or by lowering the reaction temperature below 0 °C. The singlet nitrenc adduct formed in pyridine is an ylide whose structure has been determined by X-ray crystallography. The ylide has an intense absorption maximum at 390 nm which varies only slightly with solvent. The pyridine ylicle is a useful probe for monitoring the absolute kinetics of singlet (pentafluorophenyl)nitrene by laser flash photolysis techniques.
