17628-76-1Relevant academic research and scientific papers
Single-Step Modular Synthesis of Unsaturated Morpholine N-Oxides and Their Cycloaddition Reactions
Son, Jongwoo,Kim, Ki Hwan,Mo, Dong-Liang,Wink, Donald J.,Anderson, Laura L.
supporting information, p. 3059 - 3063 (2017/03/14)
A single-flask procedure for the generation of α-keto-N-alkenylnitrones through a Chan–Lam coupling and subsequent spontaneous 6π electrocyclization of these intermediates for the synthesis of 2H-1,4-oxazine N-oxides has been developed for a variety of α-ketooximes and alkenylboronic acids. This transformation provides a new approach to C-substituted unsaturated morpholine derivatives that are poised to undergo further functionalization for the preparation of a diverse array of novel heterocyclic structures. The scope of the new method for the synthesis of 2H-1,4-oxazine N-oxides is discussed, in addition to initial studies describing the cycloaddition reactivity of these new heterocyclic intermediates.
Palladium-catalyzed highly regioselective oxidative homocoupling of 1,2,3-triazole N-oxides
Peng, Xiangjun,Huang, Panpan,Jiang, Lili,Zhu, Jiayi,Liu, Liangxian
supporting information, p. 5223 - 5226 (2016/11/11)
A convenient and highly regioselective palladium-catalyzed direct C–H homocoupling of 1,2,3-triazole N-oxides was developed in the presence of silver carbonate and 1,10-phenanthroline. This protocol provides a straightforward and operationally simple rout
Copper-catalyzed direct amination of 1,2,3-triazole N-oxides by C-H activation and C-N coupling
Zhu, Jiayi,Kong, Yubo,Lin, Feng,Wang, Baoshuang,Chen, Zhengwang,Liu, Liangxian
supporting information, p. 1507 - 1515 (2015/03/04)
An efficient approach for the synthesis of 4-amino-2-aryl- 1,2,3-triazole derivatives has been developed through the copper-catalyzed direct C-H amination of 2-aryl-1,2,3-triazole N-oxides under mild reaction conditions. Various amines, including primary and secondary aliphatic and aromatic amines, can be employed as effective coupling partners. The general performance of our method was also demonstrated by the oxidative amination of thiazole and imidazole N-oxides.
A new cyclic ligand and complexes of its open-chain tautomer with Co(III) and Ni(II) ions: Synthesis, characterization and thermal properties
Sirikci,Genckal, H. Mutlu,Irez
, p. 1139 - 1145 (2013/07/11)
A new ligand, 2-(p-tolyl)-1,2,3,4-tetrahydroquinazoline-2 -carbaldehyde oxime, was synthesized from a condensation reaction of oxo-p-tolyl-acetaldehyde oxime with 2-aminobenzyl- amine and then amine-imine-oxime complexes of this compound that formed with Co(III) and Ni(II) ions were obtained. All structures were characterized by spectral methods, elemental analysis, magnetic susceptibility, molar conductivity, and thermal analyses. The results that were obtained show that the cyclic ligand, HL, undergoes a ring-opening reaction upon complexation with metal ions. The Co(III) and Ni(II) complexes have a metal-ligand ratio of 1:2 and the imine ligand coordinates through the amine, imine, and oxime groups nitrogen atoms with metal ions. Copyright Taylor & Francis Group, LLC.
Synthesis and biological activities of 2,4-diaminopteridine derivatives
Ma, Fei,Lue, Gang,Zhou, Wei-Fen,Wang, Qiu-Juan,Zhang, Yi-Hua,Yao, Qi-Zheng
experimental part, p. 274 - 280 (2009/09/06)
Substituted 2,4-diaminopteridine derivatives 10a-10l were prepared in moderate to good yield. Their structures were confirmed by 1H-NMR and MS spectroscopy, as well as by elemental analysis. Their inhibitory properties against inducible nitric oxide synthase (iNOS) were evaluated in vitro. Biological tests indicated that compound 10a, 10d, 10e, 10h, 10i, and 10l showed potent inhibitory activities similar to that of methotrexate (MTX), while the activities of compound 10b, 10c, 10f, 10g, 10j, and 10k are stronger than MTX. Two compounds, i. e., 10b (IC50 = 18.85 μM) and 10i (IC 50 = 24.08 μM) were further studied for their effect on septic shock in rats and immunologically liver injured mice (in vivo). The results demonstrated that 10b and 10i had the capacity to increase the blood pressure in septic shock and showed notable protective activities on immunological hepatic injury.
Beckmann rearrangement of α-oximinoketones
Kumar, B. N. Hitesh,Prakasam,Srinivasan,Arabindoo, Bhanumathi,Ramana
, p. 963 - 965 (2008/12/23)
The Beckmann rearrangement of α-oximinoketones gives benzoic acids as chief isolable products. Both first order and second order Beckmann rearrangements have been observed. The occurrence of first order Beckmann rearrangement in these oximinocarbonyl compounds is confirmed through the identification of the products obtained.
One-pot synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans
Sheremetev
, p. 1057 - 1059 (2007/10/03)
A "one pot" method for the synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans from β-aryl- and 4-β-hetaryl-β-oxo acid esters was developed.
An efficient route to 5-(hetero)aryl-2,4′- and 2,2′-bipyridines through readily available 3-pyridyl-1,2,4-triazines
Kozhevnikov, Valery N.,Kozhevnikov, Dmitry N.,Shabunina, Olga V.,Rusinov, Vladimir L.,Chupakhin, Oleg N.
, p. 1791 - 1793 (2007/10/03)
A new route to substituted bipyridines based on a new method for the synthesis of substituted 3-pyridyl-1,2,4-triazines and their aza-Diels-Alder reactions is shown to be an efficient strategy for the preparation of structurally diverse bipyridine ligands.
An efficient route to 5,5″-diaryl-2,2′:6′,2″- terpyridines through 2,6-bis(1,2,4-triazin-3-yl)pyridines
Kozhevnikov, Valery N.,Kozhevnikov, Dmitry N.,Shabunina, Olga V.,Rusinov, Vladimir L.,Chupakhin, Oleg N.
, p. 1521 - 1523 (2007/10/03)
A new route to substituted 2,2′:6′,2″-terpyridines based on a new method for the synthesis of substituted 2,6-bis(1,2,4-triazin-3-yl) pyridines and their inverse electron demand Diels-Alder reaction is shown to be an efficient strategy for the synthesis of structurally diverse terpyridine ligands.
A remarkably simple α-oximation of ketones to 1,2-dione monooximes using the chlorotrimethylsilane-isoamyl nitrite combination
Mohammed, Abdulkarim H.A.,Nagendrappa, Gopalpur
, p. 2753 - 2755 (2007/10/03)
Ketones undergo α-oximation by NOCl formed in situ from Me3SiCl and isoamyl nitrite, either in solution or under solvent-free conditions, to produce 1,2-dione monooximes in excellent yields. The oximation is regiospecific in appropriate cases.
