Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Bromides and Chlorosilanes

2021 ◽  
Vol 23 (19) ◽  
pp. 7645-7649
Author(s):  
Mimi Xing ◽  
Huanhuan Cui ◽  
Chun Zhang
Keyword(s):  
Cross Coupling ◽  
Alkyl Bromides

Nickel-catalyzed alkyl–alkyl cross-coupling reactions of non-activated secondary alkyl bromides with aldehydes as alkyl carbanion equivalents

2019 ◽  
Vol 55 (19) ◽  
pp. 2793-2796 ◽  
Author(s):  
Chenghao Zhu ◽  
Junliang Zhang
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Alkyl Bromides

A novel nickel-catalyzed alkyl–alkyl cross coupling of non-activated secondary alkyl bromides with aldehydes via hydrazone intermediates has been developed.

scholarly journals A New Efficient Catalytic System for the Chemoselective Cobalt-Catalyzed Cross-Coupling of Aryl Grignard Reagents with Primary and Secondary Alkyl Bromides

2009 ◽  
Vol 11 (7) ◽  
pp. 1671-1671
Author(s):  
Gérard Cahiez ◽  
Christophe Chaboche ◽  
Christophe Duplais ◽  
Alban Moyeux
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Alkyl Bromides

scholarly journals Nickel-Catalyzed Reductive Coupling of Unactivated Alkyl Bromides and Aliphatic Aldehydes

2021 ◽  
Author(s):  
Cole Cruz ◽  
John Montgomery
Keyword(s):  
Functional Groups ◽  
Catalytic System ◽  
Cross Coupling ◽  
Secondary Alcohols ◽  
Reductive Coupling ◽  
Aliphatic Aldehydes ◽  
Alkyl Bromide ◽  
Alkyl Bromides ◽  
Wide Range ◽  
Ni Species

We report the development of a mild, convenient coupling of aliphatic aldehydes and unactivated alkyl bromides. The catalytic system features the use of a common Ni(II) precatalyst and a readily available bisoxazoline ligand and affords silyl-protected secondary alcohols. The reaction is operationally simple, utilizing Mn as a stoichiometric reductant, and tolerates a wide range of functional groups. Initial mechanistic experiments support a mechanism featuring an alpha-silyloxy Ni species which undergoes formal oxidative addition of the alkyl bromide species via a reductive cross-coupling pathway.

scholarly journals C( sp 3 )−C( sp 3 ) Cross‐Coupling of Alkyl Bromides and Ethers Mediated by Metal and Visible Light Photoredox Catalysis

2020 ◽  
Vol 362 (12) ◽  
pp. 2367-2372 ◽  
Author(s):  
Marilia S. Santos ◽  
Arlene G. Corrêa ◽  
Márcio W. Paixão ◽  
Burkhard König
Keyword(s):  
Visible Light ◽  
Cross Coupling ◽  
Photoredox Catalysis ◽  
Alkyl Bromides

Synthesis of chiral branched allylamines through dual photoredox/nickel catalysis

2021 ◽  
Vol 19 (39) ◽  
pp. 8578-8585
Author(s):  
Mateusz Garbacz ◽  
Sebastian Stecko
Keyword(s):  
Cross Coupling ◽  
Nickel Catalysis ◽  
New Approach ◽  
Alkyl Bromides

This work describes a new approach for the preparation of allylamines via cross-coupling of alkyl bromides with simple 3-bromoallylamines by merging the photoredox approach and Ni catalysis.

scholarly journals A New Efficient Catalytic System for the Chemoselective Cobalt-Catalyzed Cross-Coupling of Aryl Grignard Reagents with Primary and Secondary Alkyl Bromides

2009 ◽  
Vol 11 (2) ◽  
pp. 277-280 ◽  
Author(s):  
Gérard Cahiez ◽  
Christophe Chaboche ◽  
Christophe Duplais ◽  
Alban Moyeux
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Alkyl Bromides
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