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Gold‐Catalyzed Hydroarylation of Alkynes

European Journal of Organic Chemistry · 2003 · Vol. 2003(18) · pp. 3485–3496
Manfred T. ReetzKnut Sommer

Abstract

Abstract The hydroarylation of aryl‐substituted alkynes by substituted electron‐rich arenes is catalyzed by AuCl 3 activated by such silver salts as AgSbF 6 . In the case of terminal alkynes, complete regioselectivity in favor of the 1,1‐disubstituted olefin is observed. In the case of electron‐poor alkynes such as acetylenecarboxylic acid ester, gold( I ) complexes such as [Ph 3 PAuCl] activated by Ag salts or BF 3 ·OEt 2 are the best catalysts, resulting in opposite regioselectivity and high degrees of ( Z )‐selectivity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

Catalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRegioselectivityChemistryCatalysisOlefin fiberArylAlkyneSelectivityMedicinal chemistryOrganic chemistryCombinatorial chemistry
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References
Catalytic Functionalization of Arenes and Alkanes via C−H Bond Activation
Accounts of Chemical Research · 2001 · 1,388 citations
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