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Simultaneous C−N, and N−N bond-forming methods for one-pot transformations are highly challenging in synthetic organic chemistry. In this study, the Cu2O rhombic dodecahedra-catalyzed synthesis of 2H-indazoles is demonstrated with good to excellent yields from readily available chemicals. This one-pot procedure involves Cu2O nanoparticle-catalyzed consecutive C−N, and N−N bond formation followed by cyclization to yield 2H-indazoles with broad substrate scope and high functional group tolerance. Various cell-based bioassay studies demonstrated that 2H-indazoles inhibit the growth of cancer cells, typically through induction of apoptosis in a dose-dependent manner. Moreover, 2H-indazoles tested in the MDA-MB-468 cell line were capable of inhibiting cancer cell migration and invasion. Thus, it is shown that 2H-indazoles have potent in vitro anticancer activity that warrant further investigation of this compound class.
Journal | Data powered by TypesetChemMedChem |
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Publisher | Data powered by TypesetWiley |
ISSN | 1860-7179 |
Open Access | Yes |