Practical Synthesis of Unsymmetrical Diarylacetylenes from Propiolic Acid and Two Different Aryl Bromides

S Tartaggia, O De Lucchi…

Index: Tartaggia, Stefano; De Lucchi, Ottorino; Goossen, Lukas J. European Journal of Organic Chemistry, 2012 , # 7 p. 1431 - 1438

Full Text: HTML

Citation Number: 14

Abstract

Abstract A palladium catalyst that mediates the one-pot sequential Sonogashira and decarboxylative coupling of propiolic acid with two different aryl bromides has been developed. Selective coupling of the first aryl bromide was achieved in the presence of a copper-free, monometallic catalyst generated in situ from allylpalladium chloride dimer and SPhos with tetra-n-butylammonium fluoride as the base in an N-methyl-2-pyrrolidone/ ...

Related Articles:

Carbonylative cross-coupling reaction of ethynylstibane with aryl iodides

[Kakusawa, Naoki; Kurita, Jyoji Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 5 p. 699 - 702]

The First Catalytic Method for Heck Alkynylation of Unactivated Aryl Bromides (Copper??Free Sonogashira) in an Ionic Liquid: 1 mol??% Palladium/Triphenylphosphane/ …

[Hierso, Jean-Cyrille; Boudon, Julien; Picquet, Michel; Meunier, Philippe European Journal of Organic Chemistry, 2007 , # 4 p. 583 - 587]

A Practical Synthesis of Biaryls and Aromatic Acetylenes by Stille Coupling in Room-Temperature Ionic Liquids

[Hao, Wenyan; Xi, Zhiwen; Cai, Mingzhong Synthetic Communications, 2012 , vol. 42, # 16 p. 2396 - 2406]

Palladium-free synthesis of unsymmetrical diarylethynes by cross-coupling reaction of alkynylboronates with aryl iodides catalyzed by CuCl

[Ogawa, Daisuke; Li, Jing; Suetsugu, Masato; Jiao, Jiao; Iwasaki, Masayuki; Nishihara, Yasushi Tetrahedron Letters, 2013 , vol. 54, # 6 p. 518 - 521]

Copper??Free Oxime–Palladacycle??Catalyzed Sonogashira Alkynylation of Deactivated Aryl Bromides and Chlorides in Water under Microwave Irradiation

[Buxaderas, Eduardo; Alonso, Diego A.; Najera, Carmen European Journal of Organic Chemistry, 2013 , # 26 p. 5864 - 5870]

More Articles...