Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Highly efficient synthesis of polyfluorinated 2-mercaptobenzothiazole derivatives. / Politanskaya, Larisa; Duan, Zequn; Bagryanskaya, Irina и др.
в: Journal of Fluorine Chemistry, Том 212, 01.08.2018, стр. 130-136.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Highly efficient synthesis of polyfluorinated 2-mercaptobenzothiazole derivatives
AU - Politanskaya, Larisa
AU - Duan, Zequn
AU - Bagryanskaya, Irina
AU - Eltsov, Ilia
AU - Tretyakov, Evgeny
AU - Xi, Chanjuan
N1 - Funding Information: This work has been supported by the Russian Ministry of Science and Education within the 5-100 Excellence Programme. Authors would like to acknowledge the Multi-Access Chemical Service Center SB RAS for spectral and analytical measurements. Publisher Copyright: © 2018 Elsevier B.V.
PY - 2018/8/1
Y1 - 2018/8/1
N2 - A convenient and efficient method for the synthesis of polyfluorinated 2-mercaptobenzothiazoles from the corresponding aniline derivatives and CS2, mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in toluene is described. The reaction proceeded via nucleophilic attack at the carbon atom of carbon disulfide by the nitrogen atom of NH2-group in arene followed by selective intramolecular fluorine atom substitution in the ortho-position to the amino group. This synthetic methodology could be used to prepare fluorinated 2-mercaptobenzothiazole containing alkynyl group in good to excellent yields. The reaction takes place under very mild reaction conditions (50 °C) and uses readily available starting materials.
AB - A convenient and efficient method for the synthesis of polyfluorinated 2-mercaptobenzothiazoles from the corresponding aniline derivatives and CS2, mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in toluene is described. The reaction proceeded via nucleophilic attack at the carbon atom of carbon disulfide by the nitrogen atom of NH2-group in arene followed by selective intramolecular fluorine atom substitution in the ortho-position to the amino group. This synthetic methodology could be used to prepare fluorinated 2-mercaptobenzothiazole containing alkynyl group in good to excellent yields. The reaction takes place under very mild reaction conditions (50 °C) and uses readily available starting materials.
KW - 2-Mercaptobenzothiazoles
KW - Polyfluorinated anilines
KW - Polyfluorinated heterocycles
KW - Reaction mechanism
KW - Tandem reaction
KW - CRYSTAL-STRUCTURE
KW - CARBON-DISULFIDE
KW - O-HALOANILINES
UR - http://www.scopus.com/inward/record.url?scp=85048531774&partnerID=8YFLogxK
U2 - 10.1016/j.jfluchem.2018.06.001
DO - 10.1016/j.jfluchem.2018.06.001
M3 - Article
AN - SCOPUS:85048531774
VL - 212
SP - 130
EP - 136
JO - Journal of Fluorine Chemistry
JF - Journal of Fluorine Chemistry
SN - 0022-1139
ER -
ID: 14047400