ChemInform Abstract: Palladium-Catalyzed Cross-Coupling of Aryl Fluorides with N-Tosylhydrazones via C-F Bond Activation.

The first palladium-catalyzed decarbonylative Suzuki–Miyaura cross-coupling of amides for the synthesis of biaryls through the selective activation of the N–C(O) bond of amides is reported.

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Palladium-Catalyzed Cross-Coupling of Internal Alkenes with Terminal Alkenes to Functionalized 1,3-Butadienes Using CH Bond Activation: Efficient Synthesis of Bicyclic Pyridones

Angewandte Chemie International Edition ◽

10.1002/anie.201002737 ◽

2010 ◽

Vol 49 (33) ◽

pp. 5792-5797 ◽

Cited By ~ 136

Author(s):

Haifeng Yu ◽

Weiwei Jin ◽

Chenglin Sun ◽

Jiping Chen ◽

Wangmin Du ◽

...

Keyword(s):

Bond Activation ◽

Cross Coupling ◽

Efficient Synthesis ◽

Terminal Alkenes ◽

Palladium Catalyzed

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Air-stable phosphine oxides as preligands for catalytic activation reactions of C-Cl, C-F, and C-H bonds

Pure and Applied Chemistry ◽

10.1351/pac200678020209 ◽

2006 ◽

Vol 78 (2) ◽

pp. 209-214 ◽

Cited By ~ 92

Author(s):

Lutz Ackermann ◽

Robert Born ◽

Julia H. Spatz ◽

Andreas Althammer ◽

Christian J. Gschrei

Keyword(s):

Bond Activation ◽

Bond Formation ◽

Cross Coupling ◽

Coupling Reactions ◽

Phosphine Oxides ◽

Aryl Chlorides ◽

Catalytic Activation ◽

Cross Coupling Reactions ◽

Palladium Catalyzed ◽

Metal Catalyzed

Studies on the use of easily accessible heteroatom-substituted secondary phosphine oxides as preligands for cross-coupling reactions are described. These air-stable sterically hindered phosphine oxides allow for efficient palladium-catalyzed Suzuki- and nickel-catalyzed Kumada-coupling reactions using electronically deactivated aryl chlorides. In addition, they enable nickel-catalyzed coupling reactions of magnesium organyls with aryl fluorides at ambient temperature, and ruthenium-catalyzed coupling reactions of aryl chlorides via C-H bond activation. Finally, the application of modular diamino phosphine chlorides as preligands for a variety of transition-metal-catalyzed C-C and C-N bond formation reactions employing electron-rich aryl chlorides is presented.

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One-pot palladium-catalyzed C–I and C–H bond activation and subsequent Suzuki–Miyaura cross-coupling of 2-aryl-3-iodo-4-(phenylamino)quinolines with arylboronic acids

Tetrahedron ◽

10.1016/j.tet.2011.04.040 ◽

2011 ◽

Vol 67 (25) ◽

pp. 4689-4695 ◽

Cited By ~ 5

Author(s):

Malose J. Mphahlele ◽

Mamasegare M. Mphahlele

Keyword(s):

Bond Activation ◽

Cross Coupling ◽

One Pot ◽

Arylboronic Acids ◽

Palladium Catalyzed

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N-Acylsuccinimides: twist-controlled, acyl-transfer reagents in Suzuki–Miyaura cross-coupling by N–C amide bond activation

Organic & Biomolecular Chemistry ◽

10.1039/c7ob02269g ◽

2017 ◽

Vol 15 (42) ◽

pp. 8867-8871 ◽

Cited By ~ 33

Author(s):

Yuki Osumi ◽

Chengwei Liu ◽

Michal Szostak

Keyword(s):

Bond Activation ◽

Bond Cleavage ◽

Cross Coupling ◽

Amide Bond ◽

Acyl Transfer ◽

Palladium Catalyzed

The palladium-catalyzed Suzuki–Miyaura cross-coupling of N-acylsuccinimides as versatile acyl-transfer reagents via selective amide N–C bond cleavage is reported.

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Palladium-catalyzed cross-coupling of aryl fluorides with N-tosylhydrazones via C–F bond activation

Chemical Communications ◽

10.1039/c5cc05035a ◽

2015 ◽

Vol 51 (68) ◽

pp. 13321-13323 ◽

Cited By ~ 20

Author(s):

Haiqing Luo ◽

Guojiao Wu ◽

Shuai Xu ◽

Kang Wang ◽

Chaoqiang Wu ◽

...

Keyword(s):

Bond Activation ◽

Coupling Reaction ◽

Cross Coupling ◽

Cross Coupling Reaction ◽

Migratory Insertion ◽

Palladium Catalyzed

A palladium-catalyzed cross-coupling reaction of electron-deficient aryl fluorides with aryl N-tosylhydrazones, which involves C–F bond activation and migratory insertion of palladium carbene, has been developed.

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