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Highly efficient synthesis of novel fluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives. / Politanskaya, Larisa; Bagryanskaya, Irina; Tretyakov, Evgeny et al.

In: Journal of Fluorine Chemistry, Vol. 239, 109628, 11.2020.

Research output: Contribution to journalArticlepeer-review

Harvard

Politanskaya, L, Bagryanskaya, I, Tretyakov, E & Xi, C 2020, 'Highly efficient synthesis of novel fluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives', Journal of Fluorine Chemistry, vol. 239, 109628. https://doi.org/10.1016/j.jfluchem.2020.109628

APA

Politanskaya, L., Bagryanskaya, I., Tretyakov, E., & Xi, C. (2020). Highly efficient synthesis of novel fluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives. Journal of Fluorine Chemistry, 239, [109628]. https://doi.org/10.1016/j.jfluchem.2020.109628

Vancouver

Politanskaya L, Bagryanskaya I, Tretyakov E, Xi C. Highly efficient synthesis of novel fluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives. Journal of Fluorine Chemistry. 2020 Nov;239:109628. doi: 10.1016/j.jfluchem.2020.109628

Author

Politanskaya, Larisa ; Bagryanskaya, Irina ; Tretyakov, Evgeny et al. / Highly efficient synthesis of novel fluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives. In: Journal of Fluorine Chemistry. 2020 ; Vol. 239.

BibTeX

@article{0197e6c8a51443b4b05284d4fb9f4d7f,
title = "Highly efficient synthesis of novel fluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives",
abstract = "Here, a convenient and efficient method for the synthesis of polyfluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives from the corresponding arylhydrazines and CS2, mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in acetonitrile is described. The reaction proceeded via selective intramolecular ortho-fluorine atom substitution by the S-nucleophilic center of the carbon disulfide molecule attached at the first stage of the reaction (a tandem process). The reaction takes place under mild reaction conditions (room temperature), has an excellent yield, and involves readily available starting materials.",
keywords = "C-F activation, Fluorinated mercaptobenzothiazole derivatives, Fluorinated S,N-heterocycles, Polyfluorinated arylhydrazines, Tandem reaction, BENZOTHIAZOLE, POTENT, CRYSTAL-STRUCTURE, CYTOTOXICITY EVALUATION, BIOLOGICAL EVALUATION",
author = "Larisa Politanskaya and Irina Bagryanskaya and Evgeny Tretyakov and Chanjuan Xi",
year = "2020",
month = nov,
doi = "10.1016/j.jfluchem.2020.109628",
language = "English",
volume = "239",
journal = "Journal of Fluorine Chemistry",
issn = "0022-1139",
publisher = "Elsevier Science Publishing Company, Inc.",

}

RIS

TY - JOUR

T1 - Highly efficient synthesis of novel fluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives

AU - Politanskaya, Larisa

AU - Bagryanskaya, Irina

AU - Tretyakov, Evgeny

AU - Xi, Chanjuan

PY - 2020/11

Y1 - 2020/11

N2 - Here, a convenient and efficient method for the synthesis of polyfluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives from the corresponding arylhydrazines and CS2, mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in acetonitrile is described. The reaction proceeded via selective intramolecular ortho-fluorine atom substitution by the S-nucleophilic center of the carbon disulfide molecule attached at the first stage of the reaction (a tandem process). The reaction takes place under mild reaction conditions (room temperature), has an excellent yield, and involves readily available starting materials.

AB - Here, a convenient and efficient method for the synthesis of polyfluorinated 3-amino-2-mercaptobenzothiazole-2(3H)-thione derivatives from the corresponding arylhydrazines and CS2, mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in acetonitrile is described. The reaction proceeded via selective intramolecular ortho-fluorine atom substitution by the S-nucleophilic center of the carbon disulfide molecule attached at the first stage of the reaction (a tandem process). The reaction takes place under mild reaction conditions (room temperature), has an excellent yield, and involves readily available starting materials.

KW - C-F activation

KW - Fluorinated mercaptobenzothiazole derivatives

KW - Fluorinated S,N-heterocycles

KW - Polyfluorinated arylhydrazines

KW - Tandem reaction

KW - BENZOTHIAZOLE

KW - POTENT

KW - CRYSTAL-STRUCTURE

KW - CYTOTOXICITY EVALUATION

KW - BIOLOGICAL EVALUATION

UR - http://www.scopus.com/inward/record.url?scp=85090852318&partnerID=8YFLogxK

U2 - 10.1016/j.jfluchem.2020.109628

DO - 10.1016/j.jfluchem.2020.109628

M3 - Article

AN - SCOPUS:85090852318

VL - 239

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

M1 - 109628

ER -

ID: 25287770