Ligand-Enabled Ni-Catalyzed Dicarbofunctionalization of Alkenyl Alcohols DOI Creative Commons

Li‐Qin She,

Daoming Wang, Yichen Wu

et al.

Published: Aug. 29, 2024

Here, an alcohol-directed 1,2-dicarbofunctionalization of alkenyl alcohols has been realized with aryl/alkenyl boronic acids and alkyl halides as the coupling partners. This reaction was enabled by a commercially available bulky 3-amyl β-diketone (Amacac) ligand, that enhancing reactivity suppressing many competitive processes. With alcohol weak native directing group, this protocol delivers 1,2-arylalkylated 1,2-alkenylalkylated high efficiency, regioselectivities, broad substrate scope, exceptional functional group tolerance. Notably, methodology facilitates modular synthesis biologically active compounds key alcohol-containing synthetic intermediates. Preliminary mechanistic studies shed light on neutral coordination functionality to nickel catalyst origin regioselectivity.

Language: Английский

Ligand-enabled, Ni-catalyzed dicarbofunctionalization of alkenyl alcohols DOI

Li‐Qin She,

Daoming Wang, Yichen Wu

et al.

Chem Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 101261 - 101261

Published: Feb. 1, 2025

Language: Английский

Citations

0
Alkene Dicarbofunctionalisation via High-Valent Nickel Catalysis DOI Creative Commons
Daoming Wang,

Li‐Qin She,

Yu-Qing He

et al.

Published: April 16, 2024

Great advances have been made by leveraging high-valent Pd(II)/Pd(IV) catalysis in the areas of C–H activation and alkene difunctionalisation, thus representing a powerful approach for construction carbon-carbon carbon-heteroatom bond. However, catalytic reactions involving Ni(II)/Ni(IV) are largely underdeveloped. Here we report Ni(II)-catalysed dicarbofunctionalisation unactivated alkenes via catalysis. This protocol provides highly efficient direct route towards vicinal substituted alkanes using primary, secondary, tertiary amides, as well secondary amines native directing group under redox-neutral conditions that challenging to access through conventional methods. The key success this reaction is use bulky β-diketone ligand, which could enable insertion aryl-Ni(II) species, stabilize alkyl-Ni(II) species inhibit homolytic cleavage. features group, broad substrate scope, excellent scalability. resulting Weinreb amide-derived products can be readily derivatized variety ketones aldehyde, fundamentally useful synthetic chemistry. In addition, has employed preparation several bioactive compounds, showcasing significant values our current method.

Language: Английский

Citations

3
Ligand-Enabled Ni-Catalyzed Dicarbofunctionalization of Alkenyl Alcohols DOI Creative Commons

Li‐Qin She,

Daoming Wang, Yichen Wu

et al.

Published: Aug. 29, 2024

Here, an alcohol-directed 1,2-dicarbofunctionalization of alkenyl alcohols has been realized with aryl/alkenyl boronic acids and alkyl halides as the coupling partners. This reaction was enabled by a commercially available bulky 3-amyl β-diketone (Amacac) ligand, that enhancing reactivity suppressing many competitive processes. With alcohol weak native directing group, this protocol delivers 1,2-arylalkylated 1,2-alkenylalkylated high efficiency, regioselectivities, broad substrate scope, exceptional functional group tolerance. Notably, methodology facilitates modular synthesis biologically active compounds key alcohol-containing synthetic intermediates. Preliminary mechanistic studies shed light on neutral coordination functionality to nickel catalyst origin regioselectivity.

Language: Английский

Citations

1