Pd/NBE-Catalyzed One-Pot Modular Synthesis of Tetrahydro-γ-carbolines DOI

Cuifeng Huang,

Wenlin Zhang, Ying Liu

et al.

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

Published: April 14, 2025

Tetrahydro-γ-carbolines are especially outstanding fused heterocyclic ring systems possessing significant biological activities in the central nervous system. Here, using commercially available NBE derivatives (NBEs), we report an efficient protocol for one-pot modular synthesis of 4-substituted tetrahydro-γ-carbolines via Catellani/aza-Michael addition cascade from easily 3-iodo-1-tosyl-1H-indole, aziridines and olefins. This approach exhibits a wide substrate scope, good yields, scalability, potential extension toward Mebhydroline analogues.

Language: Английский

Research on transition metals for the multicomponent synthesis of benzo-fused γ-lactams DOI Creative Commons
Fadhil Faez Sead, Vicky Jain,

Suhas Ballal

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(4), P. 2334 - 2346

Published: Jan. 1, 2025

Benzo-fused γ-lactams are fundamental in medicinal chemistry, acting as essential elements for various therapeutic agents due to their structural adaptability and capability enhance biological activity.

Language: Английский

Citations

7
Palladium-Catalyzed Site-Selective C–H Sulfonylation via Aryl Thianthrenium Salts to Access Diarylsulfones DOI
Chunjie Ni, Jinping Liu,

Xiaoxu Zhang

et al.

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

Published: Feb. 21, 2025

We presented a highly efficient palladium-catalyzed site-selective C-H sulfonylation reaction via aryl thianthrenium salts. By utilizing readily available and cost-effective arenes along with sodium sulfinates, we achieved the C(sp2)-S cross-coupling high efficiency, establishing dependable method for synthesizing diarylsulfones satisfactory yields. This exhibits excellent tolerance toward functional groups, scalability, synthesis or late-stage functionalization of bioactive molecules, making it valuable tool drug modifications.

Language: Английский

Citations

0
Palladium/Norbornene Cooperative Catalysis 2-Fold C–H/C–X Coupling: Construction of Polycyclic Aromatic Hydrocarbons from Brominated Benzimidazoles DOI

Ming‐Xuan Wang,

Yi‐Ming Li, Wei Zeng

et al.

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

Published: March 10, 2025

A palladium/norbornene (NBE)-catalyzed 2-fold C-H/C-X coupling reaction of aryl iodides is reported. Bromine-substituted benzimidazoles were chosen as electrophilic and termination reagents, the versatile polycyclic aromatic hydrocarbon products successfully obtained. The strategy overcomes challenge catalyst poisoning by heterocyclic substrates. In addition, imidazole moiety in product endowed with a localization role, thus enabling compounds to be applied wider synthetic scenario, fluorescence persisted. Furthermore, bioactivity evaluation has identified three promising leading 3b, 4e, 4i.

Language: Английский

Citations

0
Pd/NBE-Catalyzed One-Pot Modular Synthesis of Tetrahydro-γ-carbolines DOI

Cuifeng Huang,

Wenlin Zhang, Ying Liu

et al.

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

Published: April 14, 2025

Tetrahydro-γ-carbolines are especially outstanding fused heterocyclic ring systems possessing significant biological activities in the central nervous system. Here, using commercially available NBE derivatives (NBEs), we report an efficient protocol for one-pot modular synthesis of 4-substituted tetrahydro-γ-carbolines via Catellani/aza-Michael addition cascade from easily 3-iodo-1-tosyl-1H-indole, aziridines and olefins. This approach exhibits a wide substrate scope, good yields, scalability, potential extension toward Mebhydroline analogues.

Language: Английский

Citations

0