General Reaction Conditions for the Palladium-Catalyzed Vinylation of Aryl Chlorides with Potassium Alkenyltrifluoroborates

2009 ◽  
Vol 74 (21) ◽  
pp. 8191-8195 ◽  
Author(s):  
Emilio Alacid ◽  
Carmen Nájera
Keyword(s):  
Reaction Conditions ◽  
General Reaction ◽  
Aryl Chlorides ◽  
Palladium Catalyzed

Palladium-Catalyzed Silylation of Aryl Chlorides with Bulky Dialkoxydisilanes

Synlett ◽  
2020 ◽  
Vol 31 (13) ◽  
pp. 1328-1332
Author(s):  
Jun Shimokawa ◽  
Hideki Yorimitsu ◽  
Keitaro Fukui ◽  
Hayate Saito
Keyword(s):  
Alkoxy Group ◽  
Catalytic Method ◽  
Reaction Conditions ◽  
Aryl Chlorides ◽  
Palladium Catalyzed ◽  
Silylation Reaction

Arylsilanes bearing a bulky alkoxy group on the silicon were synthesized from aryl chlorides and dialkoxydisilanes under reaction conditions utilizing SingaCycle-A3 as a palladium precatalyst and lithium benzoate in wet DMA. This report proposes the first direct and catalytic method for introducing tert-butoxy- or 1-adamantyloxysilyl groups onto various aryl moieties through the silylation reaction.

Suzuki–Miyaura cross-coupling for chemoproteomic applications

2020 ◽  
Author(s):  
Jian Cao ◽  
Ernest Armenta ◽  
Lisa Boatner ◽  
Heta Desai ◽  
Neil Chan ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Cross Coupling ◽  
Protein Profiling ◽  
Protein Labeling ◽  
Caspase 8 ◽  
Complex Cell ◽  
Bioorthogonal Chemistry ◽  
Reaction Conditions ◽  
Target Deconvolution ◽  
Palladium Catalyzed

Bioorthogonal chemistry is a mainstay of chemoproteomic sample preparation workflows. While numerous transformations are now available, chemoproteomic studies still rely overwhelmingly on copper-catalyzed azide –alkyne cycloaddition (CuAAC) or 'click' chemistry. Here we demonstrate that gel-based activity-based protein profiling (ABPP) and mass-spectrometry-based chemoproteomic profiling can be conducted using Suzuki–Miyaura cross-coupling. We identify reaction conditions that proceed in complex cell lysates and find that Suzuki –Miyaura cross-coupling and CuAAC yield comparable chemoproteomic coverage. Importantly, Suzuki–Miyaura is also compatible with chemoproteomic target deconvolution, as demonstrated using structurally matched probes tailored to react with the cysteine protease caspase-8. Uniquely enabled by the observed orthogonality of palladium-catalyzed cross-coupling and CuAAC, we combine both reactions to achieve dual protein labeling.

scholarly journals Palladium-Catalyzed Indole, Pyrrole, and Furan Arylation by Aryl Chlorides

2011 ◽  
Vol 76 (2) ◽  
pp. 471-483 ◽  
Author(s):  
Enrico T. Nadres ◽  
Anna Lazareva ◽  
Olafs Daugulis
Keyword(s):  
Aryl Chlorides ◽  
Palladium Catalyzed

Palladium-Catalyzed Cross-Coupling of Aryl Chlorides with Arylsilatranes

Heterocycles ◽  
2017 ◽  
Vol 95 (1) ◽  
pp. 568 ◽  
Author(s):  
Hideki Yorimitsu ◽  
Yutaro Yamamoto ◽  
Alexandre Baralle ◽  
Anaïs Godefroy ◽  
Kei Murakami ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Aryl Chlorides ◽  
Palladium Catalyzed

Palladium-Catalyzed Cross-Coupling of Pyrrole Anions with Aryl Chlorides, Bromides, and Iodides

2004 ◽  
Vol 6 (22) ◽  
pp. 3981-3983 ◽  
Author(s):  
Ryan D. Rieth ◽  
Neal P. Mankad ◽  
Elisa Calimano ◽  
Joseph P. Sadighi
Keyword(s):  
Cross Coupling ◽  
Aryl Chlorides ◽  
Palladium Catalyzed

ChemInform Abstract: Synergistic Effect of a Bis(proazaphosphatrane) in Mild Palladium-Catalyzed Direct α-Arylations of Nitriles with Aryl Chlorides.

ChemInform ◽  
2015 ◽  
Vol 46 (12) ◽  
pp. no-no
Author(s):  
So Han Kim ◽  
Wonseok Jang ◽  
Min Kim ◽  
John G. Verkade ◽  
Youngjo Kim
Keyword(s):  
Synergistic Effect ◽  
Aryl Chlorides ◽  
Palladium Catalyzed

Efficient symmetrical bidentate dioxime ligand-accelerated homogeneous palladium-catalyzed Suzuki–Miyaura coupling reactions of aryl chlorides

2017 ◽  
Vol 41 (1) ◽  
pp. 372-376 ◽  
Author(s):  
Jinyi Song ◽  
Hongyan Zhao ◽  
Yang Liu ◽  
Huatao Han ◽  
Zhuofei Li ◽  
...  
Keyword(s):  
High Activity ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Bidentate Ligands ◽  
Aryl Chlorides ◽  
Arylboronic Acids ◽  
Mild Conditions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

A series of N,O-bidentate ligands were synthesized and studied as high activity ligands for palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of aryl chlorides with arylboronic acids under mild conditions.

Sign in / Sign up

Export Citation Format

Share Document