Efficient palladium-catalyzed homocoupling reaction and sonogashira cross-coupling reaction of terminal alkynes under aerobic conditions

Journal of Organic Chemistry

Volumn 70, Issue 11, 2005, Pages 4393-4396

  Li, Jin Heng ^a   Liang, Yun ^a   Xie, Ye Xiang ^a  

^a HUNAN NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; CATALYSIS; CATALYSTS; OLEFINS; PALLADIUM;

ALKYNES; HOMOCOUPLING REACTIONS; SONOGASHIRA CROSS-COUPLING REACTIONS;

REACTION KINETICS;

1 IODO 4 NITROBENZENE; ALKYNE; BROMIDE; COPPER DERIVATIVE; COPPER IODIDE; IODIDE; LIGAND; PALLADIUM; PHENYLACETYLENE; UNCLASSIFIED DRUG;

AEROBIC METABOLISM; ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; REACTION ANALYSIS; SONOGASHIRA REACTION; SYNTHESIS;

EID: 19544367620     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0503310     Document Type: Article

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52. Compared with the copper-mediated homocoupling reactions of terminal alkynes, the palladium-catalyzed homocoupling transformations are arguably more mild, efficient, and chemoselective. Moreover, the palladium-catalyzed homocoupling reactions of aliphatic alkynes as well as aromatic alkynes afford good to excellent yields, whereas low to moderate yields are often obtained when homocoupling of aliphatic alkynes were employed under the Hay reaction conditions. Reference 3a has reviewed the scope and limitations of both the copper-catalyzed homocoupling reactions and palladium-catalyzed homocoupling reactions in detail.