- TEMPO-Mediated Selective Synthesis of Isoxazolines, 5-Hydroxy-2-isoxazolines, and Isoxazoles via Aliphatic δ-C(sp3)-H Bond Oxidation of Oximes
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Selective synthesis of three different bioactive heterocycles; isoxazolines, 5-hydroxy-2-isoxazolines and isoxazoles from the same starting material using TEMPO (2,2,6,6-Tetramethylpiperidin-1-oxyl) as a radical initiator is reported. Selectivity was achi
- Mondal, Santanu,Biswas, Sourabh,Ghosh, Krishna Gopal,Sureshkumar, Devarajulu
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p. 2439 - 2446
(2021/08/03)
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- A convenient one-pot synthesis of 3,5-diarylisoxazoles via oxidative cyclisation using catalytic CuBr2 and oxone
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A facile one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones and hydroxylamine hydrochloride is reported. The reaction is efficiently promoted by catalytic CuBr2 and Oxone to afford the desired products mostly in high yields
- Bhatt, Ashish,Singh, Rajesh K.,Kant, Ravi
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supporting information
p. 1143 - 1147
(2019/03/26)
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- A Copper-Catalyzed Synthesis of Pyrroles through Photochemically Generated Acylazirines
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A synthesis of highly substituted 2,4-diacylpyrroles through a Cu-catalyzed dimerization of acylazirines generated in situ by a photochemical valence isomerization is described. The shown methodology allows the use of simple precursors and a readily avail
- Paternoga, Jan,Opatz, Till
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p. 7067 - 7078
(2019/11/14)
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- Nitrosylsulfuric acid as a tandem reagent in the synthesis of 3,5-diarylisoxazoles from 1,2-diarylcyclopropanes
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It was demonstrated that nitrosylsulfuric acid can be successfully used as a tandem nitrosating and oxidizing agent in the synthesis of 3,5-diarylisoxazoles from 1,2-diarylcyclopropanes. The reaction proceeds highly regioselectively in the case of symmetr
- Bondarenko,Komarov,Karetnikov,Nikolaeva,Zyk
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p. 1200 - 1203
(2019/07/15)
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- Trichloroisocyanuric acid mediated one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones
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A facile one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones and hydroxylamine hydrochloride is reported. The reaction is efficiently promoted by trichloroisocyanuric acid (TCCA) to afford the desired products, mostly in high yields and
- Bhatt, Ashish,Singh, Rajesh K.,Kant, Ravi
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p. 1083 - 1091
(2019/04/01)
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- TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles
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A TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles was developed, providing 3,5-diarylisoxazoles in good yields. Functional groups such as methoxy, ethyoxyl, chloro, bromo, fluoro and nitro were well tolerated in this reaction
- Abdukader, Ablimit,Sun, Yadong,Zhang, Zengpeng,Liu, Chenjiang
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- Copper-catalyzed aerobic oxidative C-O bond formation for the synthesis of 3,5-disubstituted isoxazoles from enone oximes
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A direct access to 3,5-disubstituted isoxazoles has been accomplished through an intramolecular oxidative coupling reaction of enone oximes using a catalytic quantity of Cu(OAc)2. This method features an inexpensive metal catalyst, molecular ox
- Sun, Yadong,Abdukader, Ablimit,Zhang, Haiyan,Yang, Wanle,Liu, Chenjiang
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p. 55786 - 55789
(2017/12/26)
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- O-iodoxy benzoic acid–mediated synthesis of 3,5-diarylisoxazoles and isoxazole-3-carboxylic acids
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A new, convenient, ecofriendly synthesis of 3,5-diarylisoxazoles is reported from a,b-unsaturated ketoximes. Similarly, a novel synthesis of isoxazole carboxylic acids is also reported. Both the methods use efficient, environmentally friendly, and nontoxic iodoxybenzoic acid (IBX) as an oxidative cyclizing reagent. Easy procedure, environmentally benign reaction conditions, and nontoxicity are advantages to the methodology.
- Desai, Vidya G.,Naik, Sneha R.,Dhumaskar, Kashinath L.
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supporting information
p. 1453 - 1460
(2016/09/23)
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- 1,3-Dipolar cycloaddition reaction applied to synthesis of new unsymmetric liquid crystal compounds-based isoxazole
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In this study, a regioselective, simple and versatile copper(I)-catalyzed procedure for preparation of a series of liquid crystals based on unsymmetrical 3,5-disubstituted isoxazole was developed. Using different substituted chloro oximes and phenyl acety
- Vieira, André A.,Bryk, Fernando R.,Conte, Gilmar,Bortoluzzi, Adailton J.,Gallardo, Hugo
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supporting information; experimental part
p. 905 - 908
(2009/05/27)
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- Efficient and regioselective one-pot synthesis of 3-substituted and 3,5-disubstituted isoxazoles
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(Figure Presented) A series of 3-substituted and 3,5-disubstituted isoxazoles have been efficiently synthesized in moderate to excellent yields by the reaction of N-hydroxyl-4-toluenesulfonamide with α,β-unsaturated aldehydes/ketones. This novel strategy is associated with readily available starting materials, mild conditions, high regioselectivity, and wide scope.
- Tang, Shibing,He, Jinmei,Sun, Yongquan,He, Liuer,She, Xuegong
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supporting information; experimental part
p. 3982 - 3985
(2009/12/03)
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- Convenient synthesis of 3,5-disubstituted isoxazoles
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α,β-Unsaturated oximes obtained from the corresponding α,β-unsaturated ketones on treatment with 2 equivalents of manganese dioxide in refluxing chloroform gives 3,5-disubstituted isoxazoles in good yields. Copyright Taylor & Francis Group, LLC.
- Kurangi, Reshma F.,Kawthankar, Rima,Sawal, Sulfala,Desai, Vidya G.,Tilve, Santosh G.
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p. 587 - 589
(2007/10/03)
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- BEHAVIOR OF UNSYMMETRICAL 1,2-DIARYLCYCLOPROPANES UNDER THE CONDITIONS OF NITROSATION
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Isomeric 3,5-diaryl-4,5-dihydroisoxazoles were obtained as a result of the reaction of unsymmetrical 1,2-diarylcyclopropanes, differing in the nature of substituents in the benzene rings, with sodium nitrite in a mixture of chloroform and trifluoroacetic
- Saginova, L. G.,Kukhareva, I. L.,Lebedev, A. T.,Shabarov, Yu. S.
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p. 1631 - 1638
(2007/10/02)
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- SYNTHESIS AND PROPERTIES OF AZOLES AND THEIR DERIVATIVES. PART XX. STUDIES ON THE THERMOLYSIS OF REGIO AND STEREOISOMERIC DIARYLNITRO-Δ2-ISOXAZOLINES
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Thermolysis of stereoisomeric 3,5-diaryl-4-nitro-Δ2-isoxazolines 1, 3, depending on the applied solvent, leads to 3,5-diarylisoxazoles 4 or mixtures of 3,5-diarylisoxazoles 4 and 3,5-diaryl-4-nitroisoxazoles 6.Under similar conditions, 3,4-diar
- Baranski, Andrzej,Cholewka, Elzbieta
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p. 483 - 494
(2007/10/02)
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- SYNTHESIS AND PROPERTIES OF AZOLES AND THEIR DERIVATIVES. PART XIV. REGIOCHEMISTRY IN CYCLOADDITION REACTION OF AROMATIC NITRILE N-OXIDES WITH α-NITROSTYRENE
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The cycloaddition reactions of α-nitrostyrene with aromatic nitrile N-oxides proceed with elimination of nitrous acid from primarily formed 3-arylo-5-phenylo-5-nitro-4,5-dihydro-1,2-oxazoles yielding suitable 3-arylo-5-phenyl-1,2-oxazoles as final p
- Baranski, Andrzej
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p. 419 - 427
(2007/10/02)
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- REACTION OF 1,2-DIARYLCYCLOPROPANES WITH COPPER NITRATE IN ACETIC ANHYDRIDE AS A METHOD FOR THE SYNTHESIS OF 3,5-DIARYLISOXAZOLES
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In the reaction of 1,2-diarylcyclopropanes with copper nitrate in acetic anhydride the only reaction path leads to the formation of 3,5-diarylisoxazoles.The course of the transformation is affected significantly by the configuration of the initial cyclopr
- Sychkova, L. D.,Shabarov, Yu. S.
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p. 261 - 264
(2007/10/02)
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