Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines

2021 ◽  
Author(s):  
Julia R. Dorsheimer ◽  
Melissa A. Ashley ◽  
Tomislav Rovis
Keyword(s):  
Cross Coupling ◽  
Primary Amines ◽  
Sterically Hindered

Ether Synthesis through Reductive Cross-Coupling of Ketones with Alcohols Using Me2SiHCl as both Reductant and Lewis Acid

Synlett ◽  
2017 ◽  
Vol 28 (18) ◽  
pp. 2425-2428 ◽  
Author(s):  
Bill Morandi ◽  
Yong Lee
Keyword(s):  
Functional Groups ◽  
Lewis Acid ◽  
Carbonyl Compounds ◽  
Cross Coupling ◽  
Wide Range ◽  
Direct Cross ◽  
Sterically Hindered ◽  
Polar Functional Groups ◽  
Ether Synthesis ◽  
Dialkyl Ethers

We report that a Lewis acidic silane, Me2SiHCl, can mediate the direct cross-coupling of a wide range of carbonyl compounds with alcohols to form dialkyl ethers. The reaction is operationally simple, tolerates a range of polar functional groups, can be utilized to make sterically hindered ethers, and is extendable to sulfur and nitrogen nucleo­philes.

NHC-Pd(II)-azole complexes catalyzed Suzuki–Miyaura cross-coupling of sterically hindered aryl chlorides with arylboronic acids

2020 ◽  
Vol 61 (10) ◽  
pp. 151541 ◽  
Author(s):  
Yingying Zhang ◽  
Rong Zhang ◽  
Chang Ni ◽  
Xue Zhang ◽  
Yanji Li ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Aryl Chlorides ◽  
Arylboronic Acids ◽  
Sterically Hindered

scholarly journals Nickel-catalyzed C–N bond activation: activated primary amines as alkylating reagents in reductive cross-coupling

2019 ◽  
Vol 10 (16) ◽  
pp. 4430-4435 ◽  
Author(s):  
Huifeng Yue ◽  
Chen Zhu ◽  
Li Shen ◽  
Qiuyang Geng ◽  
Katharina J. Hock ◽  
...  
Keyword(s):  
Nickel Catalyst ◽  
Bond Activation ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Primary Amines ◽  
Pyridinium Salts ◽  
Reaction Conditions ◽  
Alkyl Amines ◽  
Alkylating Reagents

The reductive cross coupling of pyridinium salts derived from readily available primary alkyl amines with aryl halides has been achieved under mild reaction conditions using a nickel catalyst.

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