The promising application of deuterium-labeled
compounds, such
as the drug deutetrabenazine, warrants efficient, selective, and direct
deuteration of organic entities. Here, we present a highly effective
regioselective direct C–H deuteration of indole in D2O using Cp*Co(CO)I2, [Cp*RhCl2]2, or their combination as a catalyst. This transition-metal-catalyzed
system made available mono(C2)-, di(C2/C7)-, tri(C2/C3/C7)-, and even
C4-deuterated products from diverse indole substrates, equipped with
the removable N1-directing group. The selective H/D exchanges on the
rest of the sites of the indoles were also realized by shifting the
directing group. Furthermore, an example of this approach was demonstrated
to acquire deuteromelatonin from the drug melatonin.
A series of new flavone/isoxazole fused heterocycles 5a-f and flavone/1,2,3-triazole/benzimidazole hybrid heterocycles compounds 7a-t were synthesized via an intramolecular cyclization and Cu(I)-catalyzed click 1,3-dipolar cycloaddition. The products were evaluated for their antiproliferative activity against human breast cancer cell line (MCF-7) using sulforhodamine B assay (SRB) and antimycobacterial activity using turbidometric assay. The majority of the tested compounds exhibited antiproliferative activity and antimycobacterial activity. Compounds 7l, 7q and 7r showed moderate antiproliferative activity with IC50 values 17.9, 14.2, 19.1 [Formula: see text], respectively, and compound 5a showed moderate antimycobacterial activity with 41.7% of inhibition at 30 [Formula: see text] concentration.
Transition metal-catalysed C−H bond functionalisations have been extensively developed in organic and medicinal chemistry. Among these catalytic approaches, the selective activation of C(sp3)−H and C(sp2)−H bonds is particularly appealing for...
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.