80945-63-7Relevant academic research and scientific papers
Copper-Catalysed (Diacetoxyiodo)benzene-Promoted Aerobic Esterification Reaction: Synthesis of Oxamates from Acetoacetamides
Zhang, Zhiguo,Gao, Xiaolong,Yu, Haifeng,Zhang, Guisheng,Liu, Jianming
supporting information, p. 3406 - 3411 (2018/07/31)
A copper-catalysed (diacetoxyiodo)benzene-promoted aerobic esterification reaction of acetoacetamides was developed for the synthesis of oxamates, which are useful precursors in synthetic organic chemistry. This practical and mild synthetic approach proceeded at 25 °C under open-air conditions and afforded methyl 2-oxo-2-(phenylamino)acetates in good to excellent yields combined with C?C σ-bond cleavage and formal oxidative C?H bond functionalization. A mechanism is proposed. (Figure presented.).
Metal-Free Oxidative C=C Bond Cleavage of Electron-Deficient Enamines Promoted by tert -Butyl Hydroperoxide
Adib, Mehdi,Pashazadeh, Rahim,Gohari, Seyed Jamal Adin,Shahsavari, Fatemeh
supporting information, p. 1481 - 1485 (2017/08/15)
A novel tert -butyl hydroperoxide (TBHP)-promoted oxidative C=C double-bond cleavage of enamines is described. Heating a solution of an electron-deficient enamine in chlorobenzene at 80 °C in the presence of TBHP for two hours led to cleavage of the C=C bond. This study offers a new strategy to carry out C=O double-bond formation by the use of TBHP.
Reagent Design and Ligand Evolution for the Development of a Mild Copper-Catalyzed Hydroxylation Reaction
Fier, Patrick S.,Maloney, Kevin M.
supporting information, p. 3033 - 3036 (2017/06/07)
Parallel synthesis and mass-directed purification of a modular ligand library, high-throughput experimentation, and rational ligand evolution have led to a novel copper catalyst for the synthesis of phenols with a traceless hydroxide surrogate. The mild reaction conditions reported here enable the late-stage synthesis of numerous complex, druglike phenols.
Auto-oxidative coupling of glycine derivatives
Huo, Congde,Yuan, Yong,Wu, Mingxia,Jia, Xiaodong,Wang, Xicun,Chen, Fengjuan,Tang, Jing
supporting information, p. 13544 - 13547 (2015/01/09)
The unprecedented title reaction between glycine derivatives and indoles, as well as the auto-oxidative Povarov/ aromatization tandem reaction of glycine derivatives with olefins are described. The reactions were performed in the absence of redox-active c
Synthesis of N -arylisatins by the reaction of arynes with methyl 2-Oxo-2-(arylamino)acetates
Rogness, Donald C.,Larock, Richard C.
experimental part, p. 4980 - 4986 (2011/08/06)
N-Arylisatins are efficiently prepared by the reaction of 2-oxo-2-(arylamino)acetates and arynes under mild reaction conditions
Synthesis of methyl N-aryl oxamate using soluble polymer support
Yang, Guichun,Zhang, Haiqing,Huang, Yanling,Chen, Zuxing
, p. 611 - 619 (2007/10/03)
A variety of methyl N-aryl oxamates were synthesized using poly(ethylene glycol) (PEG) as a soluble polymer support and a monoproctection group with excellent yields. Copyright Taylor & Francis Group, LLC.
Reactivity of Carbamoyl Radicals. A New, General, Convenient Free-Radical Synthesis of Isocyanates from Monoamides of Oxalic Acid
Minisci, Francesco,Fontana, Francesca,Coppa, Fausta,Yan, Yong Ming
, p. 5430 - 5433 (2007/10/02)
A new, general, simple synthesis of isocyanates was developed by oxidation of monoamides of oxalix acid with peroxydisulfate catalyzed by Ag and Cu salts.The reaction was carried out in a two-phase system (water and an organic solvent), and it is suitable also for practical applications, due to the simple experimental conditions and the inexpensive as well as nontoxic reagents.The first example of homolytic intramolecular aromatic carbamoylation is also reported.
Photoinduced Alcoholysis of Trihaloacetyl Group
Izawa, Yasuji,Ishiguro, Katsuhiro,Tomioka, Hideo
, p. 951 - 952 (2007/10/02)
Photolysis of trichloroacetamide in nondegassed methanol gave methyl oxanilate (13-44percent), along with carbamate (3-20percent) and amine (4-12percent).Similar irradiation of other trichloroacetylderivatives of aliphatic ketone, aldehyde, and acetate afforded only radical product.The results are interpreted in terms of the mechanism involving electron transfer of the radical pair.
