1758-54-9Relevant articles and documents
Synthesis, spectroscopic, and structural properties of organogermanyl(IV) complexes of pyridine oximes
Nelson Joseph,Thomas, Raji,Pardasani, Pushpa,Mukherjee, Tulsi
, p. 904 - 912 (2013)
Reactions of triorganogermanyl(IV) chlorides and diorganogermanyl(IV) dichlorides with sodium salts of pyridine-2-carbaldehyde oxime and 2-acetylpyridine oxime, respectively, in 1:1 and 1:2 molar ratio produced organogermanyl(IV) oximates. All the derivat
Investigation of the zinc chloride/methyl(2-pyridyl)ketone oxime reaction system: A mononuclear complex and an inverse 12-metallacrown-4 cluster
Papatriantafyllopoulou, Constantina,Raptopoulou, Catherine P.,Terzis, Aris,Manessi-Zoupa, Evy,Perlepes, Spyros P.
, p. 37 - 46 (2006)
The reactions of methyl(2-pyridyl)ketone oxime, (py)C(Me)NOH, with zinc chloride have been investigated. An excess of the ligand in EtOH/MeCN affords the mononuclear complex [ZnCl2{(py)C(Me)NOH}2] (1) in moderate yield. The metal ion is coordinated by two chloro ligands and two N,N'-chelating (py)C(Me)NOH molecules. The six-coordinate molecule is the cis-cis-trans isomer considering the positions of the coordinated chlorine, pyridyl and oxime nitrogen atoms, respectively. The reaction between equimolar quantities of ZnCl2, (py)C(Me)NOH and LiOH · H2O in EtOH/MeCN leads to the tetranuclear cluster [Zn4(OH) 2Cl2{(py)C(Me)NO}4] (2) in high yield. The molecule lies on a crystallographic inversion center and has an inverse 12-metallacrown-4 topology. Two triply bridging hydroxides are accommodated within the metallacrown ring. Each (py)C(Me)NO- ligand adopts the 2.111 coordination mode (Harris notation), chelating one ZnII ion and bridging a ZnII2 pair. Two metal ions are in a distorted O2N4 octahedral environment, whereas the other two are in a severely distorted tetrahedral O3Cl environment. Complex 2 joins a small family of structurally characterized zinc(II) metallacrown complexes. The IR data are discussed in terms of the nature of bonding and the structures of the two complexes.
AgNO3as Nitrogen Source for Cu-Catalyzed Cyclization of Oximes with Isocyanates: A Facile Route to N-2-Aryl-1,2,3-triazoles
Liang, Jingwen,Rao, Yingqi,Zhu, Weidong,Wen, Tingting,Huang, Junjie,Chen, Zhichao,Chen, Lu,Li, Yibiao,Chen, Xiuwen,Zhu, Zhongzhi
supporting information, p. 7028 - 7032 (2021/09/14)
A versatile copper-catalyzed [3 + 1 + 1] annulation of oximes and isocyanates with AgNO3 is described. In this conversion, AgNO3 and isocyanates instead of conventional azide or diazonium reagents were used as the nitrogen source. This three-component transformation was achieved by cleaving N-O/C-H/C-N bonds and building CN/N-N bonds, which provides a strategy to prepare N-2-aryl-1,2,3-triazoles with a good substrate and functional compatibility.
Synthesis of Functionalized Vinylsilanes via Metal-Free Dehydrogenative Silylation of Enamides
Chang, Xi-Hao,Wang, Zi-Lu,Zhao, Meng,Yang, Chao,Li, Jie-Jun,Ma, Wei-Wei,Xu, Yun-He
supporting information, p. 1326 - 1330 (2020/02/13)
A novel method of metal-free dehydrogenative silylation of enamides has been developed. The desired functionalized vinylsilane products were obtained in moderate to good yield and with high stereoselectivities. This protocol displays good tolerance of various functionalities. Furthermore, the high chemoselectivity of this reaction enables us to introduce different unsaturated C-C moieties to the products. The ease of further derivatization of the products to other useful compounds also demonstrates the highly synthetic utility of the current methodology.
SO2F2-Activated Efficient Beckmann Rearrangement of Ketoximes for Accessing Amides and Lactams
Zhang, Guofu,Zhao, Yiyong,Xuan, Lidi,Ding, Chengrong
supporting information, p. 4911 - 4915 (2019/07/31)
A novel, mild and practical protocol for the efficient activation of the Beckmann rearrangement utilizing the readily available and economical sulfuryl fluoride (SO2F2 gas) has been developed. The substrate scope of the operationally simple methodology has been demonstrated by 37 examples with good to nearly quantitative isolated yields (over 90 % yield in most cases) in a short time, including B(OH)2, COOH, NH2, and OH substituted substrates. A tentative mechanism was proposed involving formation and elimination of key intermediate, sulfonyl ester.