37859-31-7Relevant academic research and scientific papers
S 8-Mediated Cyclization of Bis(2-aminophenyl) Disulfide/Diselenide with Arylacetylenes/Styrenes: Access to 2-(Arylmethyl)-1,3-benzothiazoles/benzoselenazoles
Gan, Haifeng,Feng, Caojian,Zhao, Lihuan,Cao, Mengru,Wu, Hongli
supporting information, p. 70 - 75 (2021/11/17)
A novel S8-mediated approach to benzothiazoles/benzoselenazoles from bis(2-aminophenyl) disulfides/diselenides and phenylacetylenes or styrenes has been developed. 2-(Arylmethyl)-1,3-benzoselenazoles were comprehensively synthesized for the first time. The reactions proceeded in moderate to excellent yields, and with a gramscale application.
Elemental Sulfur-Promoted Benzoxazole/Benzothiazole Formation Using a C=C Double Bond as a One-Carbon Donator
Chen, Xuecheng,Han, Shiqing,Hu, Liang,Liu, Yafei,Luo, Yue,Pan, Bin,Peng, Yalan,Zhang, Jun,Zhang, Yurong
, p. 14485 - 14492 (2021/11/12)
An efficient method to assemble diverse benzoxazoles/benzothiazoles in good yields was developed via oxidative cyclization with 2-aminothiophenols or 2-iodoanilines as raw materials. In this protocol, elemental sulfur was used as the effective oxidant and C atoms on the C=C double bond were introduced as a one-carbon donator.
Method for synthesizing 2-substituted benzothiazole by one-pot method
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Paragraph 0139-0144, (2020/03/09)
The invention relates to a method for synthesizing 2-substituted benzothiazole by a one-pot method. The preparation method comprises the following specific steps: dissolving a 2-Iodoaniline compound,a styrene compound, elemental sulfur, an alkaline medium
Photocatalytic synthesis method of C2 substituted 2H-benzothiazole benzylated derivative
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Paragraph 0016; 0019-0020, (2020/12/10)
The invention discloses a photocatalytic synthesis method of a C2 substituted 2H-benzothiazole benzylated derivative. The photocatalytic synthesis method comprises the following steps of: mixing 2H-benzothiazole with substituted methyl benzene; adding an oxidizing agent Selectfluor, an additive trifluoroacetic acid and a solvent acetonitrile, carrying out a normal temperature stirring reaction under the protection of nitrogen and the irradiation of an LED blue light lamp, carrying out TLC monitoring until the reaction is finished, and carrying out separation and purification on the reaction liquid to obtain the C2 substituted 2H-benzothiazole benzylated derivative. The new method for synthesizing the C2 substituted 2H-benzothiazole benzylated derivative through visible light induction by taking Selectfluor as an oxidizing agent, trifluoroacetic acid as an additive and acetonitrile as a solvent is high in atom economy, simple in catalytic system, good in product yield, wide in substraterange and suitable for popularization and application.
Di- tert-butyl Peroxide-Mediated Radical C(sp2/sp3)-S Bond Cleavage and Group-Transfer Cyclization
Luo, Kai,Yang, Wen-Chao,Wei, Kai,Liu, Yue,Wang, Jun-Ke,Wu, Lei
, p. 7851 - 7856 (2019/10/11)
A novel strategy of cascade radical C(sp2/sp3)-S bond cleavage and group-transfer cyclization is disclosed. Triggered by alkyl radicals, varieties of 2-isocyanoaryl thioethers containing aliphatic, aryl, and heteroaromatic groups can be cleaved and precisely reinstalled to give benzothiazole derivatives. Mechanistic studies reveal that the cascade reaction undertakes an intermolecular pathway, and the inner radical sources (R radicals) exhibit high priority over those of methyl radical origin from di-tert-butyl peroxide.
Photoredox-Mediated Direct Cross-Dehydrogenative Coupling of Heteroarenes and Amines
Dong, Jianyang,Xia, Qing,Lv, Xueli,Yan, Changcun,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 5661 - 5665 (2018/09/21)
A photoredox-mediated direct cross-dehydrogenative coupling reaction to accomplish α-aminoalkylation of N-heteroarenes is reported. This mild reaction has a broad substrate scope, offers the first general method for synthesis of aminoalkylated N-heteroarenes without the need for substrate prefunctionalization, and is scalable to the gram level. Furthermore, the reaction was found to be applicable to other hydrogen donors besides amines (i.e., ethers, an aldehyde, a formamide, p-xylene, and alkanes), thus enabling the preparation of N-heteroarenes bearing various types of substituents.
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.
Controllable assembly of the benzothiazole framework using a CC triple bond as a one-carbon synthon
Huang, Yubing,Yan, Donghao,Wang, Xu,Zhou, Peiqi,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 1742 - 1745 (2018/02/21)
A concise and efficient protocol to assemble diverse benzothiazole derivatives in high yields was provided via copper catalyzed tandem cyclization with o-haloanilines, elemental sulfur and terminal alkynes as raw materials. In this protocol, C atoms on the CC triple bond were controllably involved in the construction of the benzothiazole framework and multiple carbon-heteroatom bonds through divergent routes.
Elemental sulfur mediated 2-substituted benzothiazole formation from 2-aminobenzenethiols and arylacetylenes or styrenes under metal-free conditions
Li, Guozheng,Jiang, Jingjing,Zhang, Feng,Xiao, Fuhong,Deng, Guo-Jun
supporting information, p. 10024 - 10028 (2017/12/26)
An oxidative cyclization of 2-aminothiophenols and arylacetylenes or styrenes for the synthesis of 2-alkylbenzothiazoles and 2-acylbenzothiazoles has been developed. Elemental sulfur was used as the effective oxidant to give the corresponding product in g
Iodine-mediated intramolecular oxidative cyclization of 2-(styrylthio)anilines: Synthesis of 2-substituted benzothiazoles
Zhao, Dong-Yun,Guo, Xiao-Kang,Li, Jin-Heng,Tang, Ri-Yuan
supporting information; experimental part, p. 927 - 933 (2012/04/23)
A novel metal-free iodine-mediated intramolecular oxidative cyclization protocol is presented, which allows for the preparation of various 2-substituted benzothiazoles. Georg Thieme Verlag Stuttgart · New York.
