Synthesis p. 746 - 748 (1992)
Update date:2022-08-04
Topics: Column chromatography Yield NMR spectroscopy Ligand TLC (thin-layer chromatography) Workup Base Oxidative Addition Reductive Elimination Reaction Time Catalyst Loading Transmetalation Sonogashira Coupling Aryl Iodides Terminal Alkyne Inert atmosphere Palladium-Catalyzed Cross-Coupling Reaction Schlenk technique Solvent system
Sakamoto
Shiga
Yasuhara
Uchiyama
Kondo
Yamanaka
The palladium-catalyzed cross-coupling reaction of aryl iodides with 3,3,3-triethoxy-1-propyne gave 1-aryl-3,3,3-triethoxy-1-propynes which were converted to the corresponding ethyl arylpropiolates. The arylpropiolates were also synthesized from the cross-coupling reactions of aryl iodides with 2-ethoxycarbonyl-1-ethynylzinc chloride or ethyl (tributylstannyl)propiolate, but the reactions were not generally applicable.
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(2004)
