Nickel‐Catalyzed Reductive C−Ge Coupling of Aryl/Alkenyl Electrophiles with Chlorogermanes DOI

Pei‐Feng Su,

Ke Wang,

Xuejing Peng

et al.

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(51), P. 26571 - 26576

Published: Oct. 25, 2021

Abstract Cross‐electrophile coupling has emerged as a promising tool for molecular synthesis; however, current studies have focused mainly on forging C−C bonds. We report cross‐electrophile C−Ge reaction and thereby demonstrate the possibility of constructing organogermanes from carbon electrophiles chlorogermanes. The proceeds under mild conditions offers access to both aryl alkenyl germanes. Electron‐rich, electron‐poor, ortho ‐/ meta para ‐substituted (hetero)aryl electrophiles, well cyclic acyclic were coupled. Gram‐scale reaction, incorporation ‐GeR 3 moiety into complex biologically active molecules, derivatization formed are demonstrated.

Language: Английский

A relay catalysis strategy for enantioselective nickel-catalyzed migratory hydroarylation forming chiral α-aryl alkylboronates DOI Creative Commons
Yao Zhang, Jiawei Ma, Jian Chen

et al.

Chem, Journal Year: 2021, Volume and Issue: 7(11), P. 3171 - 3188

Published: Nov. 1, 2021

Language: Английский

Citations

77
Facile Synthesis of Chiral Arylamines, Alkylamines and Amides by Enantioselective NiH‐Catalyzed Hydroamination DOI

Lingpu Meng,

Jingjie Yang,

Mei Duan

et al.

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(44), P. 23584 - 23589

Published: Aug. 27, 2021

Regio- and enantioselective hydroarylamination, hydroalkylamination hydroamidation of styrenes have been developed by NiH catalysis with a simple bioxazoline ligand under mild conditions. A wide range enantioenriched benzylic arylamines, alkylamines amides can be easily accessed nitroarenes, hydroxylamines dioxazolones, respectively as amination reagents. The chiral induction in these reactions is proposed to proceed through an enantiodifferentiating syn-hydronickellation step.

Language: Английский

Citations

74
Nickel-catalyzed three-component olefin reductive dicarbofunctionalization to access alkylborates DOI Creative Commons
Xiaoxu Wang, Xi Lu,

Shi-Jiang He

et al.

Chemical Science, Journal Year: 2020, Volume and Issue: 11(30), P. 7950 - 7956

Published: Jan. 1, 2020

Nickel-catalyzed three-component olefin reductive dicarbofunctionalization for constructing alkylborates was achieved.

Language: Английский

Citations

71
sp3Bis‐Organometallic Reagents via Catalytic 1,1‐Difunctionalization of Unactivated Olefins DOI
Shang‐Zheng Sun, Laura Talavera, Philipp Spieß

et al.

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(21), P. 11740 - 11744

Published: Feb. 25, 2021

Abstract A catalytic 1,1‐difunctionalization of unactivated olefins en route to sp 3 bis ‐organometallic B,B(Si)‐reagents is described. The protocol characterized by exceptional reaction rates, mild conditions, wide scope, and exquisite selectivity pattern, constituting a new platform access ‐organometallics.

Language: Английский

Citations

63
Nickel‐Catalyzed Reductive C−Ge Coupling of Aryl/Alkenyl Electrophiles with Chlorogermanes DOI

Pei‐Feng Su,

Ke Wang,

Xuejing Peng

et al.

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(51), P. 26571 - 26576

Published: Oct. 25, 2021

Abstract Cross‐electrophile coupling has emerged as a promising tool for molecular synthesis; however, current studies have focused mainly on forging C−C bonds. We report cross‐electrophile C−Ge reaction and thereby demonstrate the possibility of constructing organogermanes from carbon electrophiles chlorogermanes. The proceeds under mild conditions offers access to both aryl alkenyl germanes. Electron‐rich, electron‐poor, ortho ‐/ meta para ‐substituted (hetero)aryl electrophiles, well cyclic acyclic were coupled. Gram‐scale reaction, incorporation ‐GeR 3 moiety into complex biologically active molecules, derivatization formed are demonstrated.

Language: Английский

Citations

61