Rhodium-Catalyzed C(sp2)–H Activation and [3+3] Annulation: Accessing Pyrano[3,2-c]chromene-2,5-diones as TASK-3 Activators DOI
Xueqing Liu, Shuaikang Zheng, Qingjie Ge

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 21, 2025

Herein, an efficient Rh-catalyzed C-H activation/annulation between α,β-unsaturated amides and coumarin-derived iodonium ylides has been developed, affording novel pyrano[3,2-c]chromene-2,5-diones analogues in high yields. Most products could be easily isolated by precipitation ethanol, followed simple filtration. Additionally, this protocol demonstrated the benefits of environmentally friendly conditions, air compatibility, good functional group scale-up synthesis with low catalyst loading, a recyclable Rh catalyst. Importantly, compounds 3m 3w moderate agonist activity on TASK-3 channel, I/I0 values 1.7650 ± 0.1058 1.400 0.0589, respectively.

Language: Английский

Enantioselective Synthesis of Indole-Fused Polycycles Bearing Four Consecutive Stereocenters via Rhodium Catalysis DOI
Ting Yu, Weiqi Liu, Beijing Chen

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 3, 2025

Indole-fused polycycles are common in natural products and bioactive molecules, yet their concise efficient synthesis remains challenging, especially for compounds with multiple stereocenters. Herein, we report the application of a chiral CpxRhIII catalyst enantioselective C–H activation/[4+2] annulation indoles bicyclic alkenes. This catalytic system exhibits high enantioselectivity broad functional group tolerance operates under benign conditions. The scope this methodology encompasses variety substrates, delivering novel polycyclic four consecutive stereocenters bridged ring good to excellent yields remarkable enantioselectivities (≤1:99 er). approach facilitates structurally diverse molecules that retain integrity while introducing chirality. More importantly, 3ab significantly inhibited proliferation CESS Kasumin-1 cells IC50 values 0.76 0.28 μM, respectively. In addition, has been demonstrated as an effective agent promoting apoptosis cells.

Language: Английский

Citations

1
Rhodium-Catalyzed C(sp2)–H Activation and [3+3] Annulation: Accessing Pyrano[3,2-c]chromene-2,5-diones as TASK-3 Activators DOI
Xueqing Liu, Shuaikang Zheng, Qingjie Ge

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 21, 2025

Herein, an efficient Rh-catalyzed C-H activation/annulation between α,β-unsaturated amides and coumarin-derived iodonium ylides has been developed, affording novel pyrano[3,2-c]chromene-2,5-diones analogues in high yields. Most products could be easily isolated by precipitation ethanol, followed simple filtration. Additionally, this protocol demonstrated the benefits of environmentally friendly conditions, air compatibility, good functional group scale-up synthesis with low catalyst loading, a recyclable Rh catalyst. Importantly, compounds 3m 3w moderate agonist activity on TASK-3 channel, I/I0 values 1.7650 ± 0.1058 1.400 0.0589, respectively.

Language: Английский

Citations

0