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

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

Novel cross-coupling reactions between organotellurides and Grignard reagents employing a MnCl2/CuI catalytic system

2012 ◽  
Vol 53 (28) ◽  
pp. 3556-3559 ◽  
Author(s):  
Marcio S. Silva ◽  
Renan S. Ferrarini ◽  
Bruno A. Sousa ◽  
Fabiano T. Toledo ◽  
João V. Comasseto ◽  
...  
Keyword(s):  
Catalytic System ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

ChemInform Abstract: Nickel-Butadiene Catalytic System for the Cross-Coupling of Bromoalkanoic Acids with Alkyl Grignard Reagents: A Practical and Versatile Method for Preparing Fatty Acids.

ChemInform ◽  
2013 ◽  
Vol 44 (28) ◽  
pp. no-no
Author(s):  
Takanori Iwasaki ◽  
Kiyokazu Higashikawa ◽  
Vutukuri P. Reddy ◽  
Willbe W. S. Ho ◽  
Yukari Fujimoto ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Catalytic System ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
The Cross

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 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 Iron-Catalyzed Cross-Coupling Reactions of Alkyl Grignards with Aryl Chlorobenzenesulfonates

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5895
Author(s):  
Elwira Bisz
Keyword(s):  
Organic Chemistry ◽  
Catalytic System ◽  
Cross Coupling ◽  
Environmentally Benign ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Aryl Chlorides ◽  
Cross Coupling Reactions ◽  
Bioactive Properties ◽  
Synthetic Intermediates

Aryl sulfonate esters are versatile synthetic intermediates in organic chemistry as well as attractive architectures due to their bioactive properties. Herein, we report the synthesis of alkyl-substituted benzenesulfonate esters by iron-catalyzed C(sp2)–C(sp3) cross-coupling of Grignard reagents with aryl chlorides. The method operates using an environmentally benign and sustainable iron catalytic system, employing benign urea ligands. A broad range of chlorobenzenesulfonates as well as challenging alkyl organometallics containing β-hydrogens are compatible with these conditions, affording alkylated products in high to excellent yields. The study reveals that aryl sulfonate esters are the most reactive activating groups for iron-catalyzed alkylative C(sp2)–C(sp3) cross-coupling of aryl chlorides with Grignard reagents.

NickelButadiene Catalytic System for the Cross-Coupling of Bromoalkanoic Acids with Alkyl Grignard Reagents: A Practical and Versatile Method for Preparing Fatty Acids

2013 ◽  
Vol 19 (9) ◽  
pp. 2956-2960 ◽  
Author(s):  
Takanori Iwasaki ◽  
Kiyokazu Higashikawa ◽  
Vutukuri P. Reddy ◽  
Willbe W. S. Ho ◽  
Yukari Fujimoto ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Catalytic System ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
The Cross
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