Solid‐State C−N Cross‐Coupling Reactions with Carbazoles as Nitrogen Nucleophiles Using Mechanochemistry

ChemSusChem ◽  
2021 ◽  
Author(s):  
Koji Kubota ◽  
Tsubura Endo ◽  
Minami Uesugi ◽  
Yuta Hayashi ◽  
Hajime Ito
Keyword(s):  
Solid State ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Nitrogen Nucleophiles

scholarly journals Convenient Access to Functionalized Non-Symmetrical Atropisomeric 4,4′-Bipyridines

Compounds ◽  
2021 ◽  
Vol 1 (2) ◽  
pp. 58-74
Author(s):  
Emmanuel Aubert ◽  
Emmanuel Wenger ◽  
Paola Peluso ◽  
Victor Mamane
Keyword(s):  
Solid State ◽  
Intermolecular Interactions ◽  
Medicinal Chemistry ◽  
Crystal Packing ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Halogen Bonds ◽  
Cross Coupling Reactions ◽  
Cyano Groups ◽  
Post Functionalization

Non-symmetrical chiral 4,4′-bipyridines have recently found interest in organocatalysis and medicinal chemistry. In this regard, the development of efficient methods for their synthesis is highly desirable. Herein, a series of non-symmetrical atropisomeric polyhalogenated 4,4′-bipyridines were prepared and further functionalized by using cross-coupling reactions. The desymmetrization step is based on the N-oxidation of one of the two pyridine rings of the 4,4′-bipyridine skeleton. The main advantage of this methodology is the possible post-functionalization of the pyridine N-oxide, allowing selective introduction of chlorine, bromine or cyano groups in 2- and 2′-postions of the chiral atropisomeric 4,4′-bipyridines. The crystal packing in the solid state of some newly prepared derivatives was analyzed and revealed the importance of halogen bonds in intermolecular interactions.

Synthesis, Electrochemistry, Spectroelectrochemistry, and Solid-State Structures of Palladium Biferrocenylphosphines and Their Use in C,C Cross-Coupling Reactions

2012 ◽  
Vol 31 (6) ◽  
pp. 2310-2326 ◽  
Author(s):  
Manja Lohan ◽  
Bianca Milde ◽  
Silvio Heider ◽  
J. Matthäus Speck ◽  
Sabrina Krauße ◽  
...  
Keyword(s):  
Solid State ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Solid State Structures

ChemInform Abstract: Manganese-Catalyzed Cross-Coupling Reactions of Nitrogen Nucleophiles with Aryl Halides in Water.

ChemInform ◽  
2010 ◽  
Vol 41 (10) ◽  
Author(s):  
Yong-Chua Teo ◽  
Fui-Fong Yong ◽  
Chai-Yun Poh ◽  
Yaw-Kai Yan ◽  
Guan-Leong Chua
Keyword(s):  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Nitrogen Nucleophiles

More than just a support: Graphene as a solid-state ligand for palladium-catalyzed cross-coupling reactions

2018 ◽  
Vol 360 ◽  
pp. 20-26 ◽  
Author(s):  
Yuan Yang ◽  
Arthur C. Reber ◽  
Stanley E. Gilliland ◽  
Carlos E. Castano ◽  
B. Frank Gupton ◽  
...  
Keyword(s):  
Solid State ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

scholarly journals A Glove-Box- and Schlenk-Line-Free Protocol for Solid-State C–N Cross-Coupling Reactions Using Mechanochemistry

2020 ◽  
Vol 8 (44) ◽  
pp. 16577-16582
Author(s):  
Koji Kubota ◽  
Rikuro Takahashi ◽  
Minami Uesugi ◽  
Hajime Ito
Keyword(s):  
Solid State ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

scholarly journals Solid-state Suzuki–Miyaura cross-coupling reactions: olefin-accelerated C–C coupling using mechanochemistry

2019 ◽  
Vol 10 (35) ◽  
pp. 8202-8210 ◽  
Author(s):  
Tamae Seo ◽  
Tatsuo Ishiyama ◽  
Koji Kubota ◽  
Hajime Ito
Keyword(s):  
Solid State ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

The first general solid-state Suzuki–Miyaura cross-coupling reactions using mechanochemistry has been developed.

Manganese-catalyzed cross-coupling reactions of nitrogen nucleophiles with aryl halides in water

2009 ◽  
pp. 6258 ◽  
Author(s):  
Yong-Chua Teo ◽  
Fui-Fong Yong ◽  
Chai-Yun Poh ◽  
Yaw-Kai Yan ◽  
Guan-Leong Chua
Keyword(s):  
Cross Coupling ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Nitrogen Nucleophiles

scholarly journals Olefin-accelerated solid-state C–N cross-coupling reactions using mechanochemistry

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Koji Kubota ◽  
Tamae Seo ◽  
Katsumasa Koide ◽  
Yasuchika Hasegawa ◽  
Hajime Ito
Keyword(s):  
Solid State ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions
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