- Aluminium(III) Chloride-Catalyzed Three-Component Condensation of Aromatic Aldehydes, Nitroalkanes and Sodium Azide for the Synthesis of 4-Aryl-NH-1,2,3-triazoles
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An aluminium(III) chloride-catalyzed three-component reaction of aromatic aldehydes, nitroalkanes, and sodium azide has been developed; this reaction sequence can be applied to a broad substrate scope and affords the corresponding 4-aryl-NH-1,2,3-triazoles in good to excellent yields. The milder reaction conditions and easier operation make this AlCl3-catalyzed protocol more advantageous for the synthesis of 4-aryl-NH-1,2,3-triazoles. (Figure presented.).
- Hu, Qinquan,Liu, Yi,Deng, Xiaocong,Li, Yanjun,Chen, Yunfeng
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- A high-efficient preparation NH - 1, 2, 3 triazole compounds
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The invention discloses a method for efficiently preparing NH-1,2,3 triazole compound. An alkyne compound is used for being oxidized by an oxidizing agent, NaN3 or TMSN3 serves as a nitrogen source, the oxidizing agent is one of Ph(OAc)2, KMnO4, MnO2, PhI(CF3CO2)2, Mn(OAc)3, PhIO, (NH4)2Ce(NO3)6, and reaction is performed at indoor temperature to obtain the NH-1,2,3 triazole compound. The process of synthesizing the NH-1,2,3 triazole compound from simple alkyne and particularly electric neutrality or electron-rich alkyne is achieved, in this way, synthesis of the NH-1,2,3 triazole compound is more direct and simpler, and the potential application value of the NH-1,2,3 triazole compound is achieved better.
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Paragraph 0076-0081
(2019/03/21)
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- Synthesis and Fungicidal Activities of 2-Substituted-4-methyl-5-aryl-2H-1,2,3-triazole Derivatives
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A series of 2-substituted-4-methyl-5-aryl-2H-1,2,3-triazoles was synthesized using aromatic aldehyde, nitroethane, and sodium azide as the starting materials in the yield of 56-96%. The structures of title compounds were characterized by nuclear magnetic resonance, mass spectrometry, and elemental analyses. All of the target compounds were evaluated in vitro for their fungicidal activity against Gibberella zeae, Phytophthora capsici, Alternaria alternate, Botrytis cinerea, Rhizoctonia solani, and Sclerotinia sclerotiorum at a concentration of 25 mg/L. The bio-assay results revealed that most of the compounds had preliminary fungicidal activity against G. zeae, P. capsici, and A. alternate. Among them, the inhibitory rate of compound 3b to Phytophthora capsici was up to 82.0%.
- Bo, Rui,Lei, Sufang,Li, Datuan,Li, Sunyong,Li, Yuanxiang
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- Metal-free, highly regioselective sulfonylation of NH-1,2,3-triazoles with sodium sulfinates and thiosulfonates
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A convenient and metal-free protocol for the highly regioselective sulfonylation of NH-1,2,3-triazoles is described. A range of readily accessible NH-1,2,3-triazoles were sulfonylated with various aryl sulfinates in the presence of molecular iodine. The scope was extended to thiosulfonates as an efficient sulfonylating agent and nitrochromene derived triazoles were also explored for selective N-sulfonylation. A variety of synthetically viable N2-sulfonyl triazoles were obtained in moderate to high yields with excellent regioselectivities via N–S bond construction under mild reaction conditions.
- Reddy, Raju Jannapu,Shankar, Angothu,Waheed, Md.,Nanubolu, Jagadeesh Babu
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supporting information
p. 2014 - 2017
(2018/04/25)
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- A NH - 1, 2, 3 - triazole synthetic method
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The invention discloses a method for synthesizing NH-1,2,3-triazole shown by a formula (I). Under the catalytic action of a Lewis acid catalyst, nitroalkene shown by a formula (II) and hydrazoic acid salt undergo 1,3-dipolar cycloaddition, wherein Ar is p
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Paragraph 0034-0036
(2017/08/05)
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- Synthetic process of NH-1, 2, 3-triazole-4-carboxylic acid compound
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The invention relates to a new synthetic process of a NH-1, 2, 3-triazole-4-carboxylic acid compound. The process comprises the following routes: (1) carrying out one-pot reaction of an aryl formaldehyde, a nitro-paraffin and a sodium azide in the presence of a catalyst to produce a 4-alkyl triazole; (2) then producing the NH-1,2,3-triazole-4-carboxylic acid compound in the presence of an oxidizing agent. The synthetic process has the advantages that the experiment route is new and has not been reported; compared with the original method, the new method has the following advantages: 1.being available and low-cost in raw materials, wherein the raw materials such as benzaldehyde and nitroethane, the catalyst such as AlCl3 and the oxidizing agent such as KMnO4 are all common industrial materials which are low-cost and can be purchased in large quantities; 2. having short synthesis route and high yield, wherein the whole route comprising only two steps which is less one step than the reported method and have higher yield of each step; 3. being simple in operation without the conditions of water-free, oxygen-free, high temperature and high pressure.
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Paragraph 0018-0021
(2017/08/24)
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- Reaction between Azidyl Radicals and Alkynes: A Straightforward Approach to NH-1,2,3-Triazoles
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Reaction between nitrogen-centered radicals and unsaturated C-C bonds is an effective synthetic strategy for the construction of nitrogen-containing molecules. Although the reactions between nitrogen-centered radicals and alkenes have been studied extensively, their counterpart reactions with alkynes are extremely rare. Herein, the first example of reactions between azidyl radicals and alkynes is described. This reaction initiated an efficient cascade reaction involving inter-/intramolecular radical homolytic addition toward a C-C triple bond and a hydrogen-atom transfer step to offer a straightforward approach to NH-1,2,3-triazoles under mild reaction conditions. Both the internal and terminal alkynes work well for this transformation and some heterocyclic substituents on alkynes are compatible. This mechanistically distinct strategy overcomes the inherent limitations associated with azide anion chemistry and represents a rare example of reactions between a nitrogen-centered radicals and alkynes.
- Hu, Long,Mück-Lichtenfeld, Christian,Wang, Tao,He, Guifeng,Gao, Meng,Zhao, Junfeng
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supporting information
p. 911 - 915
(2016/01/16)
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- Synthesis method of NH-1,2,3-triazole compound
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The invention relates to a synthesis method of an NH-1,2,3-triazole compound and belongs to the technical field of organic and drug synthesis. In the presence of a Lewis acid catalyst, the NH-1,2,3-triazole compound is prepared from aromatic aldehyde, nitro-hydrocarbon and sodium azide by adopting a one-pot process. The synthesis method of the NH-1,2,3-triazole compound has the beneficial effects that available Lewis acids such as AlCl3 are taken as the catalyst, one-pot reaction is carried out on aromatic aldehyde, a nitro-hydrocarbon compound containing alpha hydrogen (wherein hydrocarbon is C1-C6 alkyls, C1-C6 alkoxys or ethyl formate) and sodium azide, reaction conditions are mild, yield is high, raw materials are available, the NH-1,2,3-triazole compound is conveniently and effectively synthesized, and compared with an existing method, the synthesis method provided by the invention is mild in reaction conditions, short in reaction time, good in safety, simple in operation, wide in substrate range and high in reaction efficiency and adopts a cheap catalyst, so that the synthesis method provided by the invention has potential application value.
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Paragraph 0081; 0082; 0083; 0084; 0085; 0086
(2016/10/09)
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