Stabilized Carbon Radical‐Mediated Assembly of Arylthianthrenium Salts, Alkenes and Amino Acid/Peptide Derivatives DOI Creative Commons

Bo Dong,

Weiguan Qi,

Yifeng Chen

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 12(2)

Published: Nov. 21, 2024

Abstract Efficiently assembling amino acids and peptides with bioactive molecules facilitates the modular streamlined synthesis of a diverse library peptide‐related compounds. Particularly notable is their application in pharmaceutical development, leveraging site‐selective late‐stage functionalization. Here, visible light‐induced three‐component reaction involving arylthianthrenium salts, acid/peptide derivatives, alkenes are introduced. This approach utilizes captodatively‐stabilized carbon radicals to enable radical‐radical C─C coupling, effectively constructing complex molecules. method offers promising alternative route for peptide‐derived bio‐relevant compounds

Language: Английский

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-Catalyzed Hiyama Cross-Coupling of Heterocyclic Phosphonium Salts with Arylsilanes DOI
Yaqi Liu, Rui Yang, Hongfang Li

et al.

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

Published: April 14, 2025

We report herein the palladium-catalyzed Hiyama cross-coupling of heterocyclic phosphonium salts with diverse (hetero)arylsilanes through C-P bond cleavage, providing an alternative approach for highly regioselective functionalization pyridines and relevant nitrogen-containing heterocycles. This silicon-based protocol is amenable to gram-scale synthesis also applicable late-stage pharmaceutically complex molecules.

Language: Английский

Citations

0
Palladium-catalyzed carbene C–H insertion reaction of non-activated arenes DOI
Shihaozhi Wang, Jiahui Shi,

Shan Xu

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111225 - 111225

Published: April 1, 2025

Language: Английский

Citations

0
Nickel-Catalyzed Gas-Free Reductive Carbonylation of Aryl Thianthrenium Salts to Access Aryl Amides and Aryl Thioesters DOI
Chen Chen,

Luyao Ding,

Xiaoxu Zhang

et al.

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

Published: May 1, 2025

A nickel-catalyzed site-selective reductive carbonylation of arenes via aryl thianthrenium salts is described. Using Mo(CO)6 as a convenient solid CO source and reductant employing nitroarenes sulfonyl chlorides readily available nitrogen sulfur sources, range amides thioesters were successfully synthesized in moderate to good yields. The utility this transformation demonstrated through the synthesis antimicrobial agents late-stage functionalization biorelevant molecules.

Language: Английский

Citations

0
Stabilized Carbon Radical‐Mediated Assembly of Arylthianthrenium Salts, Alkenes and Amino Acid/Peptide Derivatives DOI Creative Commons

Bo Dong,

Weiguan Qi,

Yifeng Chen

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 12(2)

Published: Nov. 21, 2024

Abstract Efficiently assembling amino acids and peptides with bioactive molecules facilitates the modular streamlined synthesis of a diverse library peptide‐related compounds. Particularly notable is their application in pharmaceutical development, leveraging site‐selective late‐stage functionalization. Here, visible light‐induced three‐component reaction involving arylthianthrenium salts, acid/peptide derivatives, alkenes are introduced. This approach utilizes captodatively‐stabilized carbon radicals to enable radical‐radical C─C coupling, effectively constructing complex molecules. method offers promising alternative route for peptide‐derived bio‐relevant compounds

Language: Английский

Citations

1