Gold/HNTf2-Cocatalyzed Asymmetric Annulation of Diazo-Alkynes: Divergent Construction of Atropisomeric Biaryls and Arylquinones DOI
Yibo Wang, Wei Liu, Ting Li

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 30, 2024

Due to the inherent challenges posed by linear coordination of gold(I) complexes, asymmetric gold-catalyzed processes remain challenging, particularly in atroposelective synthesis axially chiral skeletons. Except for extremely few examples intramolecular annulations, construction axial chirality via intermolecular alkyne transformation is still undeveloped. Herein, a gold/HNTf

Language: Английский

Copper-Catalyzed Intermolecular [2 + 2 + 2] Annulation of Diynes with Alkynes: Construction of Carbazoles DOI
Zhentao Zhang,

Chen Luo,

Zhiyong Yu

et al.

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

Published: Jan. 9, 2025

Transition-metal-catalyzed [2 + 2 2] annulation of alkynes is an efficient pathway for the synthesis aromatic compounds. However, most established methods require noble metal catalysts. Herein, we report a copper-catalyzed intermolecular diynes with through vinyl cation intermediates, enabling atom-economical preparation biologically important carbazole skeletons. The reaction shows good regioselectivity in aryl(alkyl)alkynes. Moreover, preliminary results have also been obtained related catalytic atroposelective transformation. This represents rare example non-noble-metal-catalyzed ynamides pathway.

Language: Английский

Citations

1
Neighboring group-directed asymmetric [2 + 2 + 2] cycloaddition to access C–N axially chiral indoles DOI
Xuan Zhang, Teng Qi, Yanru Ren

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(10), P. 2857 - 2863

Published: Jan. 1, 2024

A Rh-catalyzed neighboring group-directed asymmetric [2 + 2 2] cycloaddition of 1,6-diynes and ynamides to generate C–N axially chiral indole derivatives has been developed.

Language: Английский

Citations

5
Enantioselective [2+2+2] Cycloaddition of Internal Alkynes to Access Axially Chiral Biaryl Hexasubstituted Benzene DOI
Yunlong Liu, Kang Zhang, Chen‐Ho Tung

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 2939 - 2949

Published: Feb. 4, 2025

Language: Английский

Citations

0
Atroposelective Formal [2 + 5] Macrocyclization Synthesis for a Novel All-Hydrocarbon Cyclo[7] Meta-Benzene Macrocycle DOI Creative Commons
Chao Gao, Hongchen Li, Jing Zhao

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(14), P. 3363 - 3363

Published: July 17, 2024

A novel axially chiral all-hydrocarbon cyclo[7] (1,3-(4,6-dimethyl)benzene (

Citations

0
Rhodium-Catalyzed Regioselective [4 + 2] Cycloaddition of Ynamines and 2-(Cyanomethyl)phenylboronates DOI
Zhong‐Yang Xie, Conghui Tang, Long Li

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(31), P. 6586 - 6590

Published: July 30, 2024

A rhodium-catalyzed [4 + 2] cycloaddition of ynamines and 2-(cyanomethyl)phenylboronates has been developed, leading to efficient excellent regioselective synthesis valuable indole-linked aromatic compounds in a concise flexible approach. Interestingly, this strategy was successful the construction C···N axially chiral indoles with high enantiocontrol by introduction new phosphoramidite ligand (Xie-Phos).

Language: Английский

Citations

0
Asymmetric Rh‐Catalyzed [2+2+2] Cycloaddition: Synthesis of N‐Alkenylindoles with both Axial and Central Chirality DOI
Xuan Zhang, Teng Qi, Chen‐Ho Tung

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 3, 2024

Abstract Axially chiral indoline‐based scaffolds are virtually universal in biological and pharmaceutical compounds. In this study, we demonstrate the Rh‐catalyzed asymmetric [2 + 2 2] cycloaddition of 1,6‐enynes with steric hindered N‐ alkynyl indoles, which enables simultaneous construction both axial central chirality, containing a quaternary carbon center, one step. Notable features these reactions include excellent chemo‐, regio‐, diastereo‐ enantioselectivity, 100% atom‐economy, easily available SEGPHOS ligand, mild conditions.

Language: Английский

Citations

0
Stereodivergent Synthesis of Atropisomeric Indole-Fused δ-Lactams Bearing All-Carbon Quaternary Stereocenters via Cu-Catalyzed Desymmetric Arene Amidation DOI

Bo‐Han Zhu,

Yu-Jie Ye,

Guanzhi Liu

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 16639 - 16648

Published: Oct. 28, 2024

Language: Английский

Citations

0
Gold/HNTf2-Cocatalyzed Asymmetric Annulation of Diazo-Alkynes: Divergent Construction of Atropisomeric Biaryls and Arylquinones DOI
Yibo Wang, Wei Liu, Ting Li

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 30, 2024

Due to the inherent challenges posed by linear coordination of gold(I) complexes, asymmetric gold-catalyzed processes remain challenging, particularly in atroposelective synthesis axially chiral skeletons. Except for extremely few examples intramolecular annulations, construction axial chirality via intermolecular alkyne transformation is still undeveloped. Herein, a gold/HNTf

Language: Английский

Citations

0