41230-20-0Relevant academic research and scientific papers
Benzothiazole Synthesis: Mechanistic Investigation of an in Situ-Generated Photosensitizing Disulfide
Hwang, Ho Seong,Lee, Sumin,Han, Sung Su,Moon, Yu Kyung,You, Youngmin,Cho, Eun Jin
, p. 11835 - 11843 (2020/10/23)
The use of a visible light absorbing intermediate as a photosensitizer makes a chemical process simple and sustainable, obviating the need for the use of chemical additives. Herein, the formation of a photosensitizing disulfide in benzothiazole synthesis from 2-Aminothiophenol and aldehydes was proposed and confirmed through in-depth mechanistic studies. A series of photophysical and electrochemical investigations revealed that an in situ-generated disulfide photosensitizes molecular oxygen to generate the key oxidants, singlet oxygen and superoxide anion, for the dehydrogenation step.
Silica-supported zinc chloride (ZnCl2/SiO2)-induced efficient protocol for the synthesis of N-sulfonyl imines and 2-Arylbenzothiazole
Soliman, Hanan A.,El-Shahat, Mahmoud,Soliman, Abdel-Ghany
, p. 584 - 591 (2019/07/31)
A straightforward strategy for the synthesis of N-sulfonyl imine derivatives from sulfonamides and aryl aldehydes utilizing Silica-supported zinc chloride (ZnCl2/SiO2, silzic) as a catalyst under solvent-free conditions has been developed. 2-Arylbenzothiazole derivatives were also synthesized by the reaction of 2-aminothiophenol with aryl aldehydes under the same conditions. This procedure has advantages of high yields, mild reaction condition, simple procedure, low cost, and simplicity of workup. The catalyst has the same efficiency on its reuse up to three times.
Selective Construction of 2-Substituted Benzothiazoles from o-Iodoaniline Derivatives S8 and N-Tosylhydrazones
Huang, Yubing,Zhou, Peiqi,Wu, Wanqing,Jiang, Huanfeng
, p. 2460 - 2466 (2018/02/23)
Selective construction of 2-substituted benzothiazoles from o-iodoaniline derivatives S8 and N-tosylhydrazone via a copper-promoted [3 + 1 + 1]-type cyclization reaction has been realized. In the protocol, the carbon atom on N-tosylhydrazone could be regulated to construct benzothiazole by changing the reaction system. Furthermore, the transformation has achieved the construction of multiple carbon-heteroatom bonds.
A simple and eco-friendly process catalyzed by montmorillonite K-10, with air as oxidant, for synthesis of 2-substituted benzothiazoles
Chen, Guo Feng,Xiao, Nan,Yang, Jing Sen,Li, Hong Yang,Chen, Bao Hua,Han, Li Fen
, p. 5159 - 5166 (2015/07/08)
Simple and eco-friendly synthesis of 2-substituted benzothiazoles is described. The reaction is performed in absolute ethanol at room temperature, using a catalytic amount of montmorillonite K-10, and with continuous bubbling of air as oxidant. Simplicity
METHOD FOR PREPARING BENZOTHIAZOLE AND DERIVATIVES
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Paragraph 0237-0244, (2016/10/24)
The present invention relates to a method for preparing benzothiazole and derivatives of the same and, more specifically, to a method for preparing benzothiazole derivatives using aminothiophenol derivatives, aldehyde, oxygen, and photocatalyst under the condition in which visible rays are radiated to react in a simple condition while synthesizing benzothiazole derivatives having various forms in high yield.COPYRIGHT KIPO 2015
Iron(II) bromide-catalyzed oxidative coupling of benzylamines with ortho-substituted anilines: Synthesis of 1,3-benzazoles
Gopalaiah, Kovuru,Chandrudu, Sankala Naga
, p. 5015 - 5023 (2015/03/03)
An iron(II) bromide-catalyzed oxidative coupling of benzylamines with 2-amino/hydroxy/mercapto-anilines has been developed, allowing the synthesis of a diversity of substituted 1,3-benzazoles in good to excellent yields. This transformation is compatible with a wide range of functional groups. The method is practical, economical and employs molecular oxygen as an oxidant.
Molecular iodine promoted divergent synthesis of benzimidazoles, benzothiazoles, and 2-benzyl-3-phenyl-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazines
Naresh, Gunaganti,Kant, Ruchir,Narender, Tadigoppula
, p. 3821 - 3829 (2014/05/20)
An unprecedented formation of a new class of 2-benzyl-3-phenyl-3,4-dihydro- 2H-benzo[e][1,2,4]thiadiazines has been discovered during the course of benzimidazole and benzothiazole synthesis, through the molecular iodine-mediated oxidative cyclization with a new C-N and S-N bond formation at ambient temperature.
Synthesis of 2-substituted benzothiazoles by visible light-driven photoredox catalysis
Yu, Chunghyeon,Lee, Kyungyub,You, Youngmin,Cho, Eun Jin
supporting information, p. 1471 - 1476 (2013/06/27)
An efficient method for synthesis of the widely applicable 2-substituted benzothiazoles has been developed. The process requires only 0.1 mol% [Ru(bpy)3Cl2], O2, and visible light irradiation with substrates: 2-aminothiophenol and a variety of aldehydes. We established an oxidative quenching of the photoredox catalyst as being the key process in this photoelectrocatalytic cycle. Copyright
Eco-friendly synthesis of 2-substituted benzothiazoles catalyzed by silica sulfuric acid
Chen, Guo Feng,Zhang, Li Yan,Jia, Hui Ming,Chen, Bao Hua,Li, Ji Tai,Wang, Shu Xiang,Bai, Guo Yi
, p. 2077 - 2086 (2013/06/05)
2-Substituted benzothiazoles have been synthesized via one-pot reaction from aromatic aldehydes and o-aminothiophenol catalyzed by silica sulfuric acid in absolute methanol at room temperature. The remarkable advantages offered by this method are an envir
Highly efficient, mild, one pot synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles promoted by N-iodosuccinimide
Bhattacharyya, Bhaswati,Dhara, Kaliprasanna
, p. 1749 - 1759 (2014/01/17)
A common and highly efficient metal-free route for the synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles from suitable 1,2-difunctionalised aromatic compounds and various aromatic and aliphatic aldehydes and ferrocenecarboxaldehyde was developed using N-iodosuccinimide as the oxidizing agent. The methodology involved very short reaction time, mild reaction procedure and easy work-up as well as excellent yields of the products.
