22902-32-5Relevant academic research and scientific papers
DMSO/H2O2 Promoted Regioselective Synthesis of Benzoimidazo[2,1-b]thiazoles from 2-Mercaptobenzimidazoles and Ketones in Water
Xu, Jingxiu,Deng, Renjin,Chen, Jiaxi,Tang, Xiaodong,Zhao, Jinwu
, p. 5144 - 5148 (2019)
We report a green and regioselective process for the construction of benzoimidazo[2,1-b]thiazole skeletons in water using DMSO/H2O2 as an oxidant. The experimental data lend support to a mechanism in which the transformation is initiated by oxidizing methylene of ketone into carbon radical under the oxidation of DMSO/H2O2. This operationally simple and metal-free procedure could facilitate a diverse collection of benzoimidazo[2,1-b]thiazole derivatives. (Figure presented.).
Salicylic Acid-Promoted Three-Component Annulation of Benzimidazoles, Aryl Nitroalkenes and Elemental Sulfur
Mei, Ruhuai,Xiong, Feng,Yang, Chenrui,Zhao, Jinwu
supporting information, p. 1861 - 1866 (2021/02/12)
Herein, a three-component cyclization reaction of benzimidazoles, aryl nitroalkenes and elemental sulfur has been developed. Cheap and easily available salicylic acid found to be an efficient mediator for the present transformation. This protocol provides
Metal-Free Synthesis of Imidazo[2,1-b]thiazoles from Thioimidazoles and Ketones Mediated by Selectfluor
Zhao, Jinwu,Xiao, Qiannan,Chen, Jiaxi,Xu, Jingxiu
, p. 5201 - 5206 (2020/08/19)
This paper presents a practical and efficient strategy for the preparation of imidazol[2,1-b]-thiazoles from thioimidazoles and ketones mediated by Selectfluor. The proposed mechanism suggests that this transformation took place through electrophilic thiolation at an α-carbon of ketones by sulfur cation, which is produced by the oxidation of thioimidazole by Selectfluor. This metal-free protocol tolerated various ketones, including methyl ketones or non-methyl ketones, aryl ketones or aliphatic ketones. The experimental results indicated that steric hindrance of the substituents at the α-position of ketones or on the aromatic ring of aryl ketones had significant influence on the yields of imidazol[2,1-b]-thiazoles. Thioimidazole and benzothioimidazoles were well tolerated while 5-substituted benzothioimidazoles provided the mixture of the corresponding 6-substituted and 7-substituted benzoimidazo[2,1-b]thiazole products.
Polysubstituted benzimidazothiazole, derivative and synthesis method of polysubstituted benzimidazothiazole
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Paragraph 0058-0063; 0065, (2020/05/30)
The invention relates to polysubstituted benzimidazothiazole, a derivative and a synthesis method of the polysubstituted benzimidazothiazole. According to the method, in the air atmosphere for the first time, a benzimidazole compound, a beta-nitrostyrolene compound and sulfur powder are promoted to be converted into benzo [4, 5] imidazo [2, 1-b] thiazole and a derivative by an acid, and the prepared benzo [4, 5] imidazo [2, 1-b] thiazole is stable in molecular structure and excellent in chemical property. Reaction raw materials of the synthesis method are cheap and easy to obtain, pretreatmentis not needed, and the atom economy of the reaction is high; only cheap aromatic acid needs to be used in the reaction, environmental pollution is reduced, raw materials are saved, and reaction costis reduced; the whole reaction system is simple, reaction conditions are mild, reaction equipment is less, experimental operation is simple and convenient, and material sources are wide.
