- Copper-Catalyzed Coupling of Oxime Acetates with Isothiocyanates: A Strategy for 2-Aminothiazoles
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A new strategy for 2-aminothiazoles is developed via the copper-catalyzed coupling of oxime acetates with isothiocyanates. Various 4-substituted and 4,5-disubstituted 2-aminothiazoles were formed smoothly under mild reaction conditions. This process involved copper-catalyzed N-O bond cleavage, activation of vinyl sp2 C-H bonds, and C-S/C-N bond formations. It is noteworthy that the oxime acetates were used not only as a substrate but also as a single oxidant.
- Tang, Xiaodong,Zhu, Zhongzhi,Qi, Chaorong,Wu, Wanqing,Jiang, Huanfeng
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- Method of synthesizing 2-aminothiazole ring compound from ethylbenzene compound
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The invention discloses a method of synthesizing 2-aminothiazole ring compound from ethylbenzene compound, and belongs to the technical field of thiazole ring derivative synthesis. The technical scheme of the invention is characterized by adding the ethylbenzene compound, a phase transfer catalyst, N-bromosuccinimide (NBS) and azodiisobutyronitrile (AIBN) into water in sequence, reacting at 60 DEGC, cooling after the reaction, adding inorganic base and a thiourea compound, and reacting at 80 DEG C to obtain the target product. The synthesis method has the advantages of high yield, mild reaction, low cost and environment friendliness.
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Paragraph 0060; 0061; 0062
(2018/12/13)
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- Method for synthesizing novel 2-aminothiazole ring derivatives
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The invention discloses a method for synthesizing 2-aminothiazole ring derivatives and belongs to the technical field of organic synthesis. The method comprises that an ethylbenzene compound, dibromohydantoin DBH and t-butyl hydroperoxide TBHP are sequentially added to water, the solution undergoes a reaction at 60 DEG C, the reaction product is cooled, an inorganic base and a thiourea compound are orderly added into the reaction product and the mixture undergoes a reaction at 80 DEG C to produce desired product 2-aminothiazole ring derivatives. The method has the advantages of high yield, mild reaction, low cost and environmental friendliness.
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Paragraph 0066; 0067; 0068
(2018/11/27)
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- Method for synthesizing 1,3-substituted thiazole ring compound by styrene compound
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The invention discloses a method for synthesizing a 1,3-substituted thiazole ring compound by a styrene compound, and belongs to the technical field of synthesis of thiazole ring compounds. The method is characterized by comprising the following steps: dissolving the styrene compound and a phase transfer catalyst into water, adding dibromohydantoin DBH, carrying out a reaction at 60 DEG C, spin-drying after the reaction and dissolving into an organic solvent, adding a thiourea compound and performing reflux reaction to prepare a target product 1,3-substituted thiazole ring compound. The synthesis method provided by the invention is high in yield, mild in reaction, low in cost and environmentally friendly.
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Paragraph 0068; 0069; 0070
(2018/01/12)
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- NOVEL COMPOUNDS
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The present invention relates to novel compounds of formula (I) and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase 30 or ubiquitin spec
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- Highly efficient heterogeneous copper-catalysed coupling of oxime acetates with isothiocyanates leading to 2-aminothiazoles
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The heterogeneous coupling reaction of oxime acetates with isothiocyanates was achieved at 110°C in toluene in air in the presence of a bidentate nitrogen-functionalised MCM-41-immobilised copper(I) complex (MCM-41-2N-CuI) with Cs2CO3 as base to afford a variety of 2-aminothiazoles in good yields. The MCM-41-2N-CuI catalyst can be easily recovered by a simple filtration and reused at least eight times without significant loss of activity.
- Tuo, Yuxink,Yao, Fang,Liao, Yang,Cai, Mingzhong
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p. 225 - 229
(2017/06/20)
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- Unexpected ring enlargement of 2-hydrazono-2,3-dihydro-1,3-thiazoles to 1,3,4-thiadiazines
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The cyclization of thiosemicarbazide with α-bromoacetophenone can result in the formation of isomeric 1,3,4-thiadiazines and two different thiazoles. We studied the use of 4-methyl- and 4-ethylthiosemicarbazide as dinucleophilic building blocks. In this c
- Pfeiffer, Wolf-Diethard,Ahlers, Klaus-Dieter,Saghyan, Ashot S.,Villinger, Alexander,Langer, Peter
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