ACS Omega
September 2022
New 1,4-naphthoquinone derived by triphenylphosphaneylidene (PhP) and -substituted-hydrazine-1-carbothioamides were obtained during a one-pot reaction of 2,3-dichloro-1,4-naphthoquinone with thiosemicarbazides, PhP and in the presence of triethyl amine (EtN) as a catalyst. The structure of the ligands was established by ESI, IR, and NMR spectra, in addition to elemental analyses and X-ray structure analysis. On subjecting the newly prepared ligands with CuCl and PhP, autoxidation occurs, and ()-(2-(1,4-dioxo-3-(triphenyl phosphanylidene)-3,4-dihydronaphthalen-2(1)-ylidene)carbamothioyl)hydrazinyl)-((triphenylphosphanyl)oxy)copper derivatives were formed in very good yields.
View Article and Find Full Text PDFThe strategies of the syntheses of various (thio)ureas, semicarbazides, thiosemicarbazides, thiazolidones, and oxadiazole derived from the [2.2]paracyclophane molecule are achieved starting with 4-(2.2]paracyclophanyl)isocyanate.
View Article and Find Full Text PDFPyrazoles are considered privileged scaffolds in medicinal chemistry. Previous reviews have discussed the importance of pyrazoles and their biological activities; however, few have dealt with the chemistry and the biology of heteroannulated derivatives. Therefore, we focused our attention on recent topics, up until 2020, for the synthesis of pyrazoles, their heteroannulated derivatives, and their applications as biologically active moieties.
View Article and Find Full Text PDFThree new series of paracyclophanyl-dihydronaphtho[2,3-]thiazoles and paracyclophanyl-thiazolium bromides were designed, synthesized, and characterized by their spectroscopic data, along with X-ray analysis. One-dose assay results of anticancer activity indicated that - had the highest ability to inhibit the proliferation of different cancer cell lines. Moreover, the hybrids - were selected for five-dose analyses to demonstrate a broad spectrum of antitumor activity without apparent selectivity.
View Article and Find Full Text PDFThe manuscript describes the synthesis of new racemic and chiral linked paracyclophane assigned as -5-(1,4(1,4)-dibenzenacyclohexaphane-1-yl)carbamoyl)-5'-(1,4(1,4)-dibenzenacyclohexaphane-1-yl)carboxamide. The procedure depends upon the reaction of 5-(1,4(1,4)-dibenzenacyclohexaphane-1-yl)hydrazide with 5-(1,4(1,4)-dibenzenacyclohexaphane-1-yl)isocyanate. To prepare the homochiral linked paracyclophane of a compound, the enantioselectivity of 5-(1,4(1,4)-dibenzenacyclohexaphane-1-yl)carbaldehyde (enantiomeric purity 60% ee), was oxidized to the corresponding acid, which on chlorination, gave the corresponding acid chloride of [2.
View Article and Find Full Text PDFA new series of methyl 2-(2-(4'-[2.2]paracyclophanyl)-hydrazinylidene)-3-substituted-4-oxothiazolidin-5-ylidene)acetates - were synthesized from the reaction of paracyclophanyl-acylthiosemicarbazides - with dimethyl acetylenedicarboxylate. Based upon nuclear magnetic resonance (NMR), infrared (IR), and mass spectra (HRMS), the structure of the obtained products was elucidated.
View Article and Find Full Text PDFHerein, we report the synthesis of 5,12-dihydropyrazino[2,3-:5,6-']difuro[2,3-:4,5-']-diquinoline-6,14(,12)diones, 2-(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)-1,4-diphenyl- butane-1,4-diones and 4-(benzo-[]oxazol-2-yl)-3-hydroxy-1-[4,5]oxazolo[3,2-]pyridine-1-one. The new candidates were synthesized and identified by different spectroscopic techniques, and X-ray crystallography.
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