37859-33-9Relevant academic research and scientific papers
Photocatalytic synthesis method of C2 substituted 2H-benzothiazole benzylated derivative
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Paragraph 0016; 0035-0036, (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.
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
Metal-free aerobic oxidation of benzazole derivatives
Dos Santos, Aurelie,El Kaim, Laurent,Grimaud, Laurence
supporting information, p. 3282 - 3287 (2013/06/05)
2-Benzyl benzothiazoles and benzimidazoles are easily oxidized under air and basic conditions to give the corresponding ketones in good yields. The use of palladium acetate as a catalyst has little effect and even gives, in some cases, much lower yields.
Synthesis of heteroaryl ketones via tandem reaction of 1,1-dibromoethenes
Fan, Xuesen,He, Yan,Zhang, Xinying,Guo, Shenghai,Wang, Yangyang
, p. 6369 - 6374 (2011/09/12)
A novel method for the synthesis of heteroaryl ketones through one-pot tandem reaction of 1,1-dibromoethenes with 2-amino(thio)phenols promoted by TBAF·3H2O and RuCl3(5%)/air was developed. This novel method includes several reactions in one-pot and utilizes economical yet efficient reagents to generate synthetically and biologically interesting heteroaryl ketones under mild conditions with good efficiency.
A novel and practical synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles
Fan, Xuesen,He, Yan,Wang, Yangyang,Xue, Zaikun,Zhang, Xinying,Wang, Jianji
experimental part, p. 899 - 902 (2011/03/18)
A novel methodology for the synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles through FeCl3·6H2O catalyzed, air oxidized tandem process from commercially available 2-aminothiophenols and phenylacetaldehydes by using an
Cobalt-catalyzed C-SMe bond activation of heteroaromatic thioethers
Begouin, Jeanne-Marie,Rivard, Michael,Gosmini, Corinne
supporting information; experimental part, p. 5972 - 5974 (2010/11/02)
Cobalt-catalyzed activation of methylthio-substituted N-heterocycles facilitates either cross-coupling reactions with aryl- or benzylzinc compounds or synthesis of the corresponding zinc compounds.
