/pdf/aryl-aryl-bond-formation-one-century-after-the-discovery-of-1jdyxlkwix.pdf

Aryl-aryl bond formation one century after the discovery of the Ullmann reaction.

3.7. Palladium Nanoparticles as Catalysts 888 3.8. Other Transition-Metal Complexes 888 3.9. Transition-Metal-Free Reactions 889 4. Applications 889 4.1. Alkynylation of Arenes 889 4.2. Alkynylation of Heterocycles 891 4.3. Synthesis of Enynes and Enediynes 894 4.4. Synthesis of Ynones 896 4.5. Synthesis of Carbocyclic Systems 897 4.6. Synthesis of Heterocyclic Systems 898 4.7. Synthesis of Natural Products 903 4.8. Synthesis of Electronic and Electrooptical Molecules 906

https://www.chem.ccu.edu.tw/~joyce/referance/ericyang/Chem.%20Rev/Chem.%20Rev.%202007,%20107,%20874-922.pdf

The Sonogashira Reaction: A Booming Methodology in Synthetic Organic Chemistry†

https://www.chem.ccu.edu.tw/~joyce/referance/ericyang/Coord.%20Chem.%20Rev/Coord.%20Chem.%20Rev.%202004,%20248,%202337-2364.pdf

Copper in cross-coupling reactions: The post-Ullmann chemistry

Palladium-catalyzed alkynylation.

C-C, C-O, C-N bond formation on sp2 carbon by Pd(II)-catalyzed reactions involving oxidant agents.

Palladium-catalyzed cross-coupling of aryl- or alkenylsilanols, silanediols, and silanetriols with a variety of iodoarenes by the catalysis of palladium(0) and in the presence of silver(I) oxide furnished the coupling products in good to excellent yields. The reactions of silanediols or silanetriols under similar conditions proceeded much faster than those of silanols to afford the corresponding coupling products in excellent yields within shorter reaction periods (5−12 h). The measurement of the X-ray diffraction (XRD) pattern of the silver residue after the reaction revealed that silver(I) oxide was converted to silver(I) iodide.

Palladium-catalyzed cross-coupling of silanols, silanediols, and silanetriols promoted by silver(I) oxide

Mizoroki-Heck type reaction of organoboron reagents with alkenes and alkynes. A Pd(II)-catalyzed pathway with Cu(OAc)2 as an oxidant.

Non-Sonogashira-Type Palladium-Catalyzed Coupling Reactions of Terminal Alkynes Assisted by Silver(I) Oxide or Tetrabutylammonium Fluoride

Silicone, polyorganosiloxane, serves as an organosilicon reagent for palladium-catalyzed cross-coupling reactions. Treatment of polymethylphenylsiloxane, poly(alkenyl)methylsiloxane, or cyclic oligosiloxanes with various aryl iodides in the presence of silver(I) oxide or tetrabutylammonium fluoride and a catalytic amount of Pd(0) affords the corresponding coupling product in a good to excellent yield.

/pdf/silicone-as-a-new-class-of-organosilicon-reagent-for-the-3j0vwacjca.pdf

Silicone as a New Class of Organosilicon Reagent for the Palladium-Catalyzed Cross-Coupling Reaction

Silicone, poly(diorganosiloxane), serves as an organosilicon reagent for palladium-catalyzed cross-coupling reactions. Treatment of poly[(aryl)methylsiloxane], poly[(alkenyl)methylsiloxane], or cyclic oligosiloxanes with various aryl iodides in the presence of silver(I) oxide (Ag2O) or tetrabutylammonium fluoride (TBAF) and a catalytic amount of palladium affords the corresponding cross-coupling product in a good to excellent yield. The reaction of silicone with aryl chlorides in the presence of K2CO3/H2O as an activator proceeded to afford biaryl derivatives in moderate to excellent yields. A wide range of aryl chlorides bearing an electron-donating or electron-withdrawing substituent on the aromatic ring are tolerated.

/pdf/silicone-as-an-organosilicon-reagent-for-the-palladium-1rzrsjlshw.pdf

Masahiro Suguro

Papers

Palladium-catalyzed cross-coupling of silanols, silanediols, and silanetriols promoted by silver(I) oxide

Mizoroki-Heck type reaction of organoboron reagents with alkenes and alkynes. A Pd(II)-catalyzed pathway with Cu(OAc)2 as an oxidant.

Non-Sonogashira-Type Palladium-Catalyzed Coupling Reactions of Terminal Alkynes Assisted by Silver(I) Oxide or Tetrabutylammonium Fluoride

Silicone as a New Class of Organosilicon Reagent for the Palladium-Catalyzed Cross-Coupling Reaction

Silicone as an organosilicon reagent for the palladium-catalyzed cross-coupling reaction