71651-76-8Relevant academic research and scientific papers
Riboflavin as Photoredox Catalyst in the Cyclization of Thiobenzanilides: Synthesis of 2-Substituted Benzothiazoles
Bouchet, Lydia M.,Heredia, Adrián A.,Argüello, Juan E.,Schmidt, Luciana C.
supporting information, p. 610 - 614 (2020/01/31)
Benzothiazoles are synthesized from thiobenzanilides using riboflavin as a photosensitizer and potassium peroxydisulfate as a sacrificial oxidizing agent under visible light irradiation. The methodology accepts a broad range of functional groups and affords the 2-substituted benzothiazoles by transition-metal-free organic photoredox catalysis under very mild conditions.
Method for preparing benzothiazole compound through microwave catalysis in water phase
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Paragraph 0045; 0059, (2018/05/16)
The invention discloses a method for preparing a benzothiazole compound through/under microwave catalysis in a water phase. A water-soluble coordination compound is used as a catalyst, and a reactionof inorganic sulfide, 2-iodoaniline and aldehyde is efficiently catalyzed through microwaves in a pure water phase. The method for preparing the benzothiazole compound is environmentally friendly, convenient to operate, safe, cheap and efficient. Compared with the prior art, the method is applied to a large quantity of functional groups, high in yield, simple to operate, safe, low in cost and environmentally friendly and produces a few byproducts.
The invention relates to a thiourea as the sulfur source synthesis of substituted 2 - aryl benzo thiazole
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, (2017/08/25)
The invention discloses a method for synthesizing poly-substituted 2-aryl benzothiazoles by utilizing thiourea as a sulphur source. According to the method, thiourea reacts with benzyl chloride to generate an S-benzylisothiourea salt in situ. After that, through the aromatic nucleophilic substitution reaction of the obtained S-benzylisothiourea salt with 2-fluoronitrobenzene and then the one-step reduction (one-pot reaction) process, o-amino phenyl benzyl thioether as an intermediate product can be obtained. Finally, through the iron-catalyzed cross-dehydrogenative-coupling reaction of the o-amino phenyl benzyl thioether, a target product can be obtained. Compared with the traditional synthetic method, the method has the significant advantages of (1) short reaction step, wherein the target product can be synthesized through only three steps of simple reactions by utilizing simple chemical raw materials; (2) mild reaction condition, high atom economy, and relatively safe and cheap reaction reagents; (3) high reaction yield, good substrate tolerance and free of any dangerous or high-toxicity reagent. Therefore, the method might be applied to the large-scale production.
Aerobic visible-light photoredox radical C-H functionalization: Catalytic synthesis of 2-substituted benzothiazoles
Cheng, Yannan,Yang, Jun,Qu, Yue,Li, Pixu
supporting information; experimental part, p. 98 - 101 (2012/02/04)
An aerobic visible-light driven photoredox catalytic formation of 2-substituted benzothiazoles through radical cyclization of thioanilides has been accomplished. The reaction features C-H functionalization and C-S bond formation with no direct metal involvement except the sensitizer. The reaction highlights the following: (1) visible-light is the reaction driving force; (2) molecular oxygen is the terminal oxidant, and (3) water is the only byproduct.
Synthesis and biological evaluation of a series of 2-(Substitutedphenyl) benzothiazoles
Nam, Nguyen Hai,Dung, Phan Thi Phuong,Thuong, Phuong Thien
, p. 127 - 134 (2013/01/10)
A series of 2-phenylbenzothiazoles has been synthesized either by i) condensation of different aromatic aldehydes with 2-aminothiophenol or ii) condensation of N-(2-chlorophenyl)benzothioamides in KOH catalyzed by potassium fericyanide. The structures of
Ru(III)-catalyzed oxidative reaction in ionic liquid: An efficient and practical route to 2-substituted benzothiazoles and their hybrids with pyrimidine nucleoside
Fan, Xuesen,Wang, Yangyang,He, Yan,Zhang, Xinying,Wang, Jianji
experimental part, p. 3493 - 3496 (2010/08/20)
An efficient, practical and environmentally benign synthesis of 2-substituted benzothiazoles was developed through RuCl3-catalyzed oxidative condensation of 2-aminothiophenol with aldehyde in ionic liquid by using air as the oxidant. With this procedure, a series of 2-substituted benzothiazoles and benzothiazole/pyrimidine nucleoside hybrids with antimicrobial activities were efficiently prepared from easily accessible starting materials.
Selective Rearrangements of 1λ4,2,4-Benzothiadiazines
Gilchrist, Thomas L.,Rees, Charles W.,Vaughan, David
, p. 55 - 59 (2007/10/02)
1-Aryl-1λ4,2,4-benzothiadiazines (1) rearrange when heated above 180 deg C to give the isomeric 4-aryl-4H-1,2,4-benzothiadiazines (2) by an intramolecular pathway, a -sigmatropic shift.The 1-phenyl-1λ4,2,4-benzoselenadiazine (4) rearranges in a similar way, but 1-alkyl- and 1-morpholino-1λ4,2,4-benzothiadiazines (6) and (8) give 2H-1,2,4-benzothiadiazines (7) with loss of the 1-substituent.On irradiation, the 1-aryl- and 1-alkyl-benzothiadiazines (1), (6), and (13) rearrange to give benzimidazoles by cleavage of the sulphur-nitrogen ylide bond; an intermediate nitrene can be intercepted by dimethyl sulphoxide.
