Chiral Arylated Amines via C‐N Coupling of Chiral Amines with Aryl Bromides Promoted by Light

2021 ◽  
Author(s):  
Dong Xue ◽  
Geyang Song ◽  
Liu Yang ◽  
Jing-Sheng Li ◽  
Wei-Jun Tang ◽  
...  
Keyword(s):  
Chiral Amines ◽  
Aryl Bromides

Chiral Arylated Amines via C‐N Coupling of Chiral Amines with Aryl Bromides Promoted by Light

2021 ◽  
Author(s):  
Dong Xue ◽  
Geyang Song ◽  
Liu Yang ◽  
Jing-Sheng Li ◽  
Wei-Jun Tang ◽  
...  
Keyword(s):  
Chiral Amines ◽  
Aryl Bromides

Enantioselective alpha-Arylation of Benzamides via Synergistic Nickel and Metallaphotoredox Catalysis

2019 ◽  
Author(s):  
John Montgomery ◽  
Alexander W. Rand
Keyword(s):  
Catalytic System ◽  
Functional Group ◽  
Enantiomeric Excess ◽  
New Method ◽  
Aryl Bromides

A new method to access alpha-arylated benzamides has been enabled by metallaphotoredox catalysis. This system allows for non-directed C–H functionalization of N-alkyl benzamides using a dual nickel/iridium catalytic system to form tertiary stereocenters in good enantiomeric excess and moderate yields. This reaction shows excellent functional group compatibility and can be performed using a number of sterically and electronically different aryl bromides and secondary benzamides.

Enantioselective alpha-Arylation of Benzamides via Synergistic Nickel and Metallaphotoredox Catalysis

2019 ◽  
Author(s):  
John Montgomery ◽  
Alexander W. Rand
Keyword(s):  
Catalytic System ◽  
Functional Group ◽  
Enantiomeric Excess ◽  
New Method ◽  
Aryl Bromides

A new method to access alpha-arylated benzamides has been enabled by metallaphotoredox catalysis. This system allows for non-directed C–H functionalization of N-alkyl benzamides using a dual nickel/iridium catalytic system to form tertiary stereocenters in good enantiomeric excess and moderate yields. This reaction shows excellent functional group compatibility and can be performed using a number of sterically and electronically different aryl bromides and secondary benzamides.

Monodentate Trialkylphosphines: Privileged Ligands in Metal-catalyzed Crosscoupling Reactions

2020 ◽  
Vol 24 (3) ◽  
pp. 231-264 ◽  
Author(s):  
Kevin H. Shaughnessy
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Aryl Bromides ◽  
Wide Range ◽  
Sterically Demanding ◽  
Transition Metal Catalyzed ◽  
Catalyzed Reactions ◽  
Metal Catalyzed

Phosphines are widely used ligands in transition metal-catalyzed reactions. Arylphosphines, such as triphenylphosphine, were among the first phosphines to show broad utility in catalysis. Beginning in the late 1990s, sterically demanding and electronrich trialkylphosphines began to receive attention as supporting ligands. These ligands were found to be particularly effective at promoting oxidative addition in cross-coupling of aryl halides. With electron-rich, sterically demanding ligands, such as tri-tertbutylphosphine, coupling of aryl bromides could be achieved at room temperature. More importantly, the less reactive, but more broadly available, aryl chlorides became accessible substrates. Tri-tert-butylphosphine has become a privileged ligand that has found application in a wide range of late transition-metal catalyzed coupling reactions. This success has led to the use of numerous monodentate trialkylphosphines in cross-coupling reactions. This review will discuss the general properties and features of monodentate trialkylphosphines and their application in cross-coupling reactions of C–X and C–H bonds.

Iminophosphorane-mediated regioselective umpolung alkylation reaction of α-iminoesters

2021 ◽  
Author(s):  
Yasushi Yoshida ◽  
Mayu Kukita ◽  
Kazuki Omori ◽  
Takashi Mino ◽  
Masami Sakamoto
Keyword(s):  
Asymmetric Reactions ◽  
Alkylation Reaction ◽  
Chiral Amines ◽  
Efficient Manner

Umpolung reactions of imines, especially the asymmetric reactions, have been extensively studied as they provide access to important chiral amines in an efficient manner. The reactions studied range from simple...

scholarly journals Microwave-assisted Efficient Synthesis of Alliodorin and (±)-Curcuhydroquinone

1999 ◽  
Vol 23 (2) ◽  
pp. 164-165
Author(s):  
Goverdhan L. Kad ◽  
Anupam Khurana ◽  
Vasundhara Singh ◽  
Jasvinder Singh
Keyword(s):  
Grignard Reagents ◽  
Methyl Groups ◽  
Efficient Synthesis ◽  
Alkyl Aryl ◽  
Microwave Assisted ◽  
Aryl Bromides ◽  
Key Steps

Terpenoids 1 and 2 have been synthesized from readily available starting materials using Li2CuCI4-catalysed coupling of Grignard reagents with alkyl/aryl bromides and microwave-assisted oxidation of allylic methyl groups, using SeO2/ButOOH adsorbed over SiO2 as key steps.

Nickel-Catalyzed N,N-Diarylation of 8-Aminoquinoline with Large Steric Aryl Bromides and Fluorescence of Products

2021 ◽  
Author(s):  
Mingpan Yan ◽  
Longzhi Zhu ◽  
Xingxing Zhang ◽  
Shuang-Feng Yin ◽  
Nobuaki Kambe ◽  
...  
Keyword(s):  
Aryl Bromides
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