Ligand-free palladium catalyzed Ullmann biaryl synthesis: ‘household’ reagents and mild reaction conditions

2019 ◽  
Vol 21 (5) ◽  
pp. 995-999 ◽  
Author(s):  
Xinchi Gong ◽  
Jie Wu ◽  
Yunge Meng ◽  
Yulan Zhang ◽  
Long-Wu Ye ◽  
...  
Keyword(s):  
Hydrazine Hydrate ◽  
Room Temperature ◽  
Reaction Conditions ◽  
Ligand Free ◽  
Palladium Catalyzed ◽  
Biaryl Synthesis

A palladium catalysed Ullmann biaryl synthesis has been developed using hydrazine hydrate as the reducing reagent at room temperature.

Palladium catalyzed C(sp2)–C(sp2) bond formation. A highly regio- and chemoselective oxidative Heck C-3 alkenylation of pyrones and pyridones

RSC Advances ◽  
2015 ◽  
Vol 5 (96) ◽  
pp. 78958-78961 ◽  
Author(s):  
Hafiz Ul Lah ◽  
Faheem Rasool ◽  
Syed Khalid Yousuf
Keyword(s):  
Bond Formation ◽  
Reaction Conditions ◽  
Simple Reaction ◽  
Ligand Free ◽  
Palladium Catalyzed

Palladium catalysed ligand free highly regio- and chemoselective dehydrogenative C-3 alkenylation of pyrones and unprotected pyridones from unactivated alkenes is reported. Simple reaction conditions and broad substrate scope make the process useful.

In situ-generated nano-palladium-catalyzed ligand-free Suzuki–Miyaura reaction of potassium aryltrifluoroborates at room temperature

Tetrahedron ◽  
2015 ◽  
Vol 71 (23) ◽  
pp. 3954-3959 ◽  
Author(s):  
Chun Liu ◽  
Xinmin Li ◽  
Zhanming Gao ◽  
Xinnan Wang ◽  
Zilin Jin
Keyword(s):  
Room Temperature ◽  
Ligand Free ◽  
Palladium Catalyzed

scholarly journals Palladium-Catalyzed Oxidative Allylic Alkylation of N-Hydroxy­imides

Synlett ◽  
2019 ◽  
Vol 31 (01) ◽  
pp. 87-91
Author(s):  
Narasimham Ayyagari ◽  
Sunil Kumar Sunnam ◽  
Milind M. Ahire ◽  
Minxi Yang ◽  
Kevin Ngo ◽  
...  
Keyword(s):  
Allylic Alkylation ◽  
Reaction Conditions ◽  
Ligand Free ◽  
Palladium Catalyzed

A palladium-catalyzed oxidative C–H allylic alkylation of N-hydroxyimides has been developed. This transformation provided valuable N-allyloxypyrrolidinediones in moderate to excellent yields using operationally simple, ligand free, and mild reaction conditions. The reaction tolerated broad and variable substituents on allylarenes and N-hydroxyimides.

ChemInform Abstract: In situ-Generated Nano-Palladium-Catalyzed Ligand-Free Suzuki-Miyaura Reaction of Potassium Aryltrifluoroborates at Room Temperature.

ChemInform ◽  
2015 ◽  
Vol 46 (37) ◽  
pp. no-no
Author(s):  
Chun Liu ◽  
Xinmin Li ◽  
Zhanming Gao ◽  
Xinnan Wang ◽  
Zilin Jin
Keyword(s):  
Room Temperature ◽  
Ligand Free ◽  
Palladium Catalyzed

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.

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