Use of tetrahydropyrimidinium salts for highly efficient palladium-catalyzed cross-coupling reactions of aryl bromides and chlorides

Pd(PPh3)4 in PEG-400 is shown to be a highly efficient catalyst for the Stille cross-coupling reactions of various organotin compounds with aryl bromides. The reaction could be conducted at 80 °C using NaOAc as base, yielding a variety of biaryls, alkynes and alkenes in good to excellent yields. The isolation of the products was readily performed by extraction with petroleum ether and the Pd(PPh3)4/PEG-400 system could be easily recycled and reused five times without any significant loss of activity.

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Xantphos as an Efficient Ligand for Palladium-Catalyzed Cross-Coupling Reactions of Aryl Bromides and Triflates with Allyl Acetates and Indium

The Journal of Organic Chemistry ◽

10.1021/jo702279t ◽

2008 ◽

Vol 73 (3) ◽

pp. 1165-1168 ◽

Cited By ~ 27

Author(s):

Dong Seomoon ◽

Phil Ho Lee

Keyword(s):

Cross Coupling ◽

Coupling Reactions ◽

Cross Coupling Reactions ◽

Aryl Bromides ◽

Palladium Catalyzed

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Use of tetrahydropyrimidinium salts for highly efficient palladium-catalyzed cross-coupling reactions of aryl bromides and chlorides

Use of Tetrahydropyrimidinium Salts for Highly Efficient Palladium-Catalyzed Cross-Coupling Reactions of Aryl Bromides and Chlorides.

ChemInform Abstract: Highly Efficient Synthesis of 1,1-Difluoro-2-substituted-1,3-dienes and Dienynes from gem-Difluorohomoallenyl Bromide via Palladium-Catalyzed Cross-Coupling Reactions.

Microwave-assisted palladium-catalyzed cross-coupling reactions between pyranoid glycals and aryl bromides. Synthesis of 2′-deoxy C-aryl-β-glycopyranosides

Effect of fluorine on palladium-catalyzed cross-coupling reactions of aryl bromides with trifluoromethyl aryl ketones via difluoroenol silyl or monofluoroenol silyl ethers

ChemInform Abstract: Effect of Fluorine on Palladium-Catalyzed Cross-Coupling Reactions of Aryl Bromides with Trifluoromethyl Aryl Ketones via Difluorenol Silyl or Monofluoroenol Silyl Ethers.

ChemInform Abstract: Microwave-Assisted Palladium-Catalyzed Cross-Coupling Reactions Between Pyranoid Glycals and Aryl Bromides. Synthesis of 2â²-Deoxy C-Aryl-Î²-glycopyranosides.

Highly Efficient Synthesis of 1,1-Difluoro-2-substituted-1,3-dienes and Dienynes fromgem-Difluorohomoallenyl Bromide via Palladium-Catalyzed Cross-Coupling Reactions

ChemInform Abstract: Xantphos as an Efficient Ligand for Palladium-Catalyzed Cross-Coupling Reactions of Aryl Bromides and Triflates with Allyl Acetates and Indium.

A Highly Efficient and Recyclable Pd(Pph3)4/Peg-400 System for Stille Cross-Coupling Reactions of Organostannanes with Aryl Bromides

Xantphos as an Efficient Ligand for Palladium-Catalyzed Cross-Coupling Reactions of Aryl Bromides and Triflates with Allyl Acetates and Indium

ChemInform Abstract: Microwave-Assisted Palladium-Catalyzed Cross-Coupling Reactions Between Pyranoid Glycals and Aryl Bromides. Synthesis of 2â²-Deoxy C-Aryl-Î²-glycopyranosides.