1826-14-8Relevant academic research and scientific papers
Efficient conversion of ketones to α-tosyloxyketones with m-chloroperbenzoic acid and p-toluenesulfonic acid in the presence of catalytic amount of IL-supported PhI in [emim]OTs
Akiike, Junnosuke,Yamamoto, Yukiharu,Togo, Hideo
, p. 2168 - 2172 (2007)
Various ketones were smoothly converted into the corresponding α-tosyloxyketones with MCPBA and p-toluenesulfonic acid in the presence of a catalytic amount of ionic-liquid (IL)-supported PhI in room temperature ionic liquid, [emim]OTs. Moreover, the pres
Liquid-phase organic synthesis of thiazoles using poly(ethylene glycol)-bound sulfonyl chloride resin
Liu, Xiao-Ling,Wang, Qiu-Ying,Sheng, Shou-Ri,Xu, Chen,Cai, Ming-Zhong
, p. 3338 - 3345 (2008)
Reaction of poly(ethylene glycol) (PEG)-bound sulfonic acid with thionyl chloride formed difunctionalized PEG-bound sulfonyl chloride, which was treated with α-hydroxyketones, followed by treatment with thioamides in the presence of potassium carbonate, to afford thiazoles in good yields with a facile workup procedure. Copyright Taylor & Francis Group, LLC.
Environmentally benign preparation of heteroaromatics from ketones or alcohols, with macroporous polystyrenesulfonic acid and (diacetoxyiodo)benzene, followed by thioamide, amidine, and 2-aminopyridine
Ueno, Makoto,Togo, Hideo
, p. 2673 - 2677 (2004)
An operationally simple, efficient, and environmentally benign preparation of heteroaromatics such as thiazoles, imidazoles, and imidazo[1,2-a]pyridines from the reactions of a polymer-supported [hydroxy(sulfonyloxy)iodo]benzene (2) with ketones or alcohols, followed by treatment with thioamides, benzamidine, and 2-aminopyridine, respectively, in the presence of potassium carbonate were successfully carried out.
A multi pathway coupled domino strategy: I2/ TBHP-promoted synthesis of imidazopyridines and thiazoles via sp3, sp2 and sp C-H functionalization
Feng, Lei,Li, Shichen,Ma, Chen,Wang, Xinfeng,Wang, Yishou,Yao, Yiming
, p. 5919 - 5927 (2022/03/31)
I2/TBHP-promoted, one-pot, multi pathway synthesis of imidazopyridines and thiazoles has been achieved through readily available ethylarenes, ethylenearenes and ethynearenes. I2/TBHP as an initiator and oxidant is used to realize the C-H functionalization of this domino reaction. Simple and available starting materials, wide range of functional group tolerance, high potential for drug activity of the products and application in production are the advantageous features of this method.
Preparation method of 2, 4-disubstituted thiazole compound
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Paragraph 0030-0032; 0034; 0041-0044, (2020/11/23)
The invention discloses a preparation method of a 2, 4-disubstituted thiazole compound. The method comprises the following steps: carrying out heating reflux reaction on substituted carboxylic acid inthionyl chloride to obtain yellow transparent liquid, and adding dichloromethane to dilute for later use; in an ice bath, slowly dropwise adding the substituted acyl chloride solution into ammonia water while stirring, stirring at room temperature to separate out a white solid, and after the reaction is finished, carrying out suction filtration, washing and drying to obtain substituted amide; carrying out reflux on substituted amide and Lawesson in tetrahydrofuran, carrying out rotary evaporation to remove the solvent after the reaction is finished, and carrying out column purification on thecrude product to obtain substituted sulfamide. The preparation method comprises the following steps: putting substituted sulfamide, ethanol, triethylamine and an alpha-bromocarbonyl compound into a pressure reaction tank, putting the pressure reaction tank into an annular focusing single-mode microwave synthesizer for irradiation, and cooling with compressed air to obtain a target compound. Basedon microwave synthesis, the invention has the advantages of short reaction time, high yield, high heating speed, environment friendliness and the like, and provides a microwave synthesis method of a2, 4-disubstituted thiazole compound.
Cascade reactions to 2,4-disubstituted thiazoles via ligand-free palladium(II)-catalyzed C(sp)–C(sp2) coupling
Wang, Zi-Juan,Chen, Wen-Teng,He, Chang,Luo, Hao-Fan,Zhang, Guo-Lin,Yu, Yong-Ping
, (2020/01/28)
A simple construction for various 2,4-disubstituted thiazoles via palladium(II)-catalyzed C(sp)–C(sp2) and C-N cascade coupling reactions was developed. Various substrates can be tolerated with good yields. And its ligand-free condition demonst
Br?nsted acid-promoted thiazole synthesis under metal-free conditions using sulfur powder as the sulfur source
Ni, Penghui,Tan, Jing,Li, Rong,Huang, Huawen,Zhang, Feng,Deng, Guo-Jun
, p. 3931 - 3935 (2020/02/04)
A Br?nsted acid-promoted sulfuration/annulation reaction for the one-pot synthesis of bis-substituted thiazoles from benzylamines, acetophenones, and sulfur powder has been developed. One C-N bond and multi C-S bonds were selectively formed in one pot. The choice of the Br?nsted acid was the key to the high efficiency of this transformation under metal-free conditions.
Gold complex containing diphosphine ortho-position carborane ligand as well as preparation method and application of gold complex
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Paragraph 0032; 0036-0040, (2020/07/21)
The invention relates to a gold complex containing a diphosphine ortho-position carborane ligand as well as a preparation method and an application of the gold complex. The gold complex is prepared bythe following method: dropwise adding an n-BuLi solutio
Visible Light-Induced Difunctionalization of Alkynes: The Synthesis of Thiazoles and 1,1-Dibromo-1-en-3-ynes
Huang, Xiaoying,Chen, Hui,Huang, Zhongzhi,Xu, Yanli,Li, Fangyao,Ma, Xianli,Chen, Yanyan
, p. 15283 - 15293 (2019/12/04)
A visible light-induced cascade cyclization of thioamides with alkynes was developed to synthesize 1,3-thiozoles. The sulfur radical generated from thioamide via the single-electron transfer (SET) pathway was promoted by photocatalysis as a key intermediate in this reaction. When bromoalkynes were used as the substrate, the self-coupling products 1,1-dibromo-1-en-3-ynes were obtained in moderate yields, and an energy transfer pathway for this transformation promoted by visible-light photocatalysis was proposed.
Method for synthesizing thiazole heterocyclic compound through photocatalysis
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Paragraph 0021-0024, (2020/01/12)
The invention discloses a method for synthesizing a thiazole heterocyclic compound through photocatalysis. The method comprises the steps of adopting alkyne and thioamide as raw materials, irradiatingby a blue light lamp in the condition of air and room temperature under the catalysis of acridine salt, and stirring to obtain the thiazole heterocyclic compound. The raw materials used in method areeasy to obtain, and the adding of the transition metal and other oxidants is avoided, and the reaction can be initiated by only using the green and sustainable visible light; and the method is simpleand convenient to operate, considerable in yield, environment-friendly, and good in application prospect.
