Beilstein J. Org. Chem.2022,18, 524–532, doi:10.3762/bjoc.18.54
± 0.04 µM (100 ng/mL, 200 nM), respectively. Two compounds (3b and 10d) have also been tested for anti-SARS-CoV-2, antibacterial, and cytotoxic activity.
Keywords: antimalarial activity; anti-SARS-CoV-2 activity; chloroquine; 2-nitroperchlorobutadiene; nucleophilic vinylic substitution; 1H-pyrazoles
Plasmodium has been developed and is reported in the literature [24].
Results and Discussion
The vinylic SN reaction of 2-nitroperchlorobutadiene (1) with four equivalents of the azoles such as 1H-pyrazole, 1H-1,2,4-triazole, or 1H-benzotriazole affords similarly to [25] the corresponding 1,1
synthetic building block 2-nitroperchlorobutadiene (1). 3-(Alkyl)(2-hydroxyethyl)aminopyrazoles 7 are accessible from the reaction of oxazolidine derivative 6 with 7-chloro-4-hydrazinylquinoline. Oxidation of sulfane 9d led to the formation of the pharmacologically interesting sulfoxide 10d. The newly
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Graphical Abstract
Figure 1:
The structures of chloroquine, hydroxychloroquine, and amodiaquine.
Beilstein J. Org. Chem.2014,10, 1638–1644, doi:10.3762/bjoc.10.170
for their application in optoelectronics.
Keywords: atropisomers; cyclization; 2-nitroperchlorobutadiene; 1H-pyrazoles; thiazolidin-4-ones; Introduction
Preliminary studies in the field of polyhalogenated nitrobutadienes have already shown the enormous potential of pentachloro-2-nitro-1,3-butadiene
:1 ratio (Scheme 7).
Conclusion
A two-step synthesis of 2-allylidene-N-arylthiazolidinones 7–18 has been developed, starting from our building block 2-nitroperchlorobutadiene (1), 2-mercaptoacetates 2 and 4, and anilines. Inclusion of o- or m-substituted N-aryl groups leads to the formation of stable
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Graphical Abstract
Scheme 1:
SNVin reactions of pentachloro-2-nitro-1,3-butadiene (1).