Ni‐Catalyzed Cross‐Electrophile Couplings of N‐Alkoxyphthalimides and Aryl Halides DOI Creative Commons

John J. Monteith,

Sophie A. L. Rousseaux

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

Published: April 13, 2025

N ‐alkoxyphthalimides represent a versatile class of redox‐active alcohol derivatives for carbon–carbon bond formation following activation by single‐electron reduction. Herein, key precedents using the new bonds under photochemical reaction conditions are first presented. The merger these and other strategies with Ni catalysis in various cross‐electrophile couplings aryl halides is then highlighted. A particular focus made on mechanisms proposed Ni‐catalyzed reductive cross‐couplings. Concluding thoughts future design as C(sp 3 )O transition metal‐catalyzed cross‐couplings also

Language: Английский

Titanium-catalysed deoxygenation of benzylic alcohols and lignin model compounds DOI

Alexandru Căciuleanu,

Felix Vöhringer,

Ivana Fleischer

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(12), P. 2927 - 2935

Published: Jan. 1, 2023

Deoxygenation of alcohols and lignin model compounds was achieved with titanocene as catalyst silane H-donor activating agent.

Language: Английский

Citations

9
Photochemical Deoxygenative Hydroalkylation of Unactivated Alkenes Promoted by a Nucleophilic Organocatalyst DOI
Jadab Majhi, Bianca T. Matsuo, Hyunjung Oh

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 63(6)

Published: Dec. 18, 2023

The direct utilization of simple and abundant feedstocks in carbon-carbon bond-forming reactions to embellish sp

Language: Английский

Citations

9
General Alkene 1,2-syn-Cyano-Hydroxylation Procedure Via Electrochemical Activation of Isoxazoline Cycloadducts DOI Creative Commons

Taciano A. S. Wanderley,

Roberto Buscemi,

Órla Conboy

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(47), P. 32848 - 32858

Published: Nov. 13, 2024

Stereoselective alkene 1,2-difunctionalization is a privileged strategy to access three-dimensional C(sp

Language: Английский

Citations

3
Photocatalytic Redox-Neutral and Reductive Deoxygenative Alkylation of Benzyl Alcohols Using N-Acyl Carbamothioates as Radical Precursors DOI
Junhao Li, Yuanxin Liu, Li Wang

et al.

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

Published: Feb. 26, 2025

Herein, we report a photocatalytic redox-neutral and reductive deoxygenative alkylation of N-acyl carbamothioates from benzylic alcohols, with substituted Hantzsch esters allylic sulfones to afford unsymmetrical 1,2-diaryl ethanes allylarylmethanes, respectively. This protocol facilitates facile deoxyalkylation primary, secondary, tertiary alcohol-derived carbamothioates, which features mild reaction conditions, broad functional group tolerance, the obviation external S/O trapping reagents as well transition metal-coupling catalysts.

Language: Английский

Citations

0
Ni‐Catalyzed Cross‐Electrophile Couplings of N‐Alkoxyphthalimides and Aryl Halides DOI Creative Commons

John J. Monteith,

Sophie A. L. Rousseaux

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

Published: April 13, 2025

N ‐alkoxyphthalimides represent a versatile class of redox‐active alcohol derivatives for carbon–carbon bond formation following activation by single‐electron reduction. Herein, key precedents using the new bonds under photochemical reaction conditions are first presented. The merger these and other strategies with Ni catalysis in various cross‐electrophile couplings aryl halides is then highlighted. A particular focus made on mechanisms proposed Ni‐catalyzed reductive cross‐couplings. Concluding thoughts future design as C(sp 3 )O transition metal‐catalyzed cross‐couplings also

Language: Английский

Citations

0