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The use of potassium ethyl xanthate (EtOCSk) as a sulfur atom donor enabled the transition-metal-free [3 + 1 + 1] cascade annulation of isopropene derivatives with NHI in DMSO/HO, affording various 4-substituted isothiazoles in moderate to good yields with good functional group compatibility. Furthermore, Pd and Ag-catalyzed C5-H-selective direct oxidation dimerization of 4-substituted isothiazoles afforded 5,5'-bisisothiazoles. This series of reactions included the formation of new C-S, C-N, N-S, and C-C bonds via cascade addition, annulation, and direct C-H activation under mild conditions.
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http://dx.doi.org/10.1039/d0cc01100b | DOI Listing |
J Agric Food Chem
May 2022
Hubei Key Laboratory of Novel Reactor and Green Chemical Technology, Key Laboratory for Green Chemical Process of Ministry of Education, School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430205, P. R. China.
Chem Commun (Camb)
May 2020
School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong Province 529090, China.
The use of potassium ethyl xanthate (EtOCSk) as a sulfur atom donor enabled the transition-metal-free [3 + 1 + 1] cascade annulation of isopropene derivatives with NHI in DMSO/HO, affording various 4-substituted isothiazoles in moderate to good yields with good functional group compatibility. Furthermore, Pd and Ag-catalyzed C5-H-selective direct oxidation dimerization of 4-substituted isothiazoles afforded 5,5'-bisisothiazoles. This series of reactions included the formation of new C-S, C-N, N-S, and C-C bonds via cascade addition, annulation, and direct C-H activation under mild conditions.
View Article and Find Full Text PDFBioorg Med Chem
September 2014
Division of Bioscience and Biotechnology, The United Graduate School of Agricultural Sciences, Tottori University, Tottori 680-8553, Japan; Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University, Matsue, Shimane 690-8504, Japan. Electronic address
γ-Aminobutyric acid (GABA) receptors are important targets of parasiticides/insecticides. Several 4-substituted analogs of the partial GABAA receptor agonist 5-(4-piperidyl)-3-isothiazolol (Thio-4-PIOL) were synthesized and examined for their antagonism of insect GABA receptors expressed in Drosophila S2 cells or Xenopus oocytes. Thio-4-PIOL showed weak antagonism of three insect GABA receptors.
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