1123630-30-7Relevant academic research and scientific papers
Photosensitized oxidative addition to gold(i) enables alkynylative cyclization of o-alkylnylphenols with iodoalkynes
Xia, Zhonghua,Corcé, Vincent,Zhao, Fen,Przybylski, Cédric,Espagne, Agathe,Jullien, Ludovic,Le Saux, Thomas,Gimbert, Yves,Dossmann, Hélo?se,Mouriès-Mansuy, Virginie,Ollivier, Cyril,Fensterbank, Louis
, p. 797 - 805 (2019)
The well-established oxidative addition–reductive elimination pathway is the most followed one in transition metal-catalysed cross-coupling reactions. While readily occurring with a series of transition metals, gold(i) complexes have shown some reluctance to undergo oxidative addition unless special sets of ligands on gold(i), reagents or reaction conditions are used. Here we show that under visible-light irradiation, an iridium photocatalyst triggers—via triplet sensitization—the oxidative addition of an alkynyl iodide onto a vinylgold(i) intermediate to deliver C(sp)2–C(sp) coupling products after reductive elimination. Mechanistic and modelling studies support that an energy-transfer event takes place, rather than a redox pathway. This particular mode of activation in gold homogenous catalysis was applied in several dual catalytic processes. Alkynylbenzofuran derivatives were obtained from o-alkynylphenols and iodoalkynes in the presence of catalytic gold(i) and iridium(iii) complexes under blue light-emitting diode irradiation.
Phosphine-Catalyzed Chemoselective Reduction/Elimination/Wittig Sequence for Synthesis of Functionalized 3-Alkenyl Benzofurans
Liou, Yan-Cheng,Wang, Heng-Wei,Edukondalu, Athukuri,Lin, Wenwei
supporting information, p. 3064 - 3069 (2021/05/04)
An efficient protocol for the construction of functionalized 3-alkenyl benzofurans is demonstrated under metal-free conditions using catalytic amount of phosphine proceeding an intramolecular Wittig reaction. This one-pot reaction initiated by the phospha
A general synthesis of alkenyl-substituted benzofurans, indoles, and isoquinolones by cascade palladium-catalyzed heterocyclization/oxidative heck coupling
Alvarez, Rosana,Martinez, Claudio,Madich, Youssef,Denis, J. Gabriel,Aurrecoechea, Jose M.,De Lera, Angel R.
supporting information; experimental part, p. 12746 - 12753 (2011/02/21)
Structurally diverse C3-alkenylbenzofurans, C3-alkenylindoles, and C4-alkenylisoquinolones are efficiently prepared by using consecutive Sonogashira and cascade Pd-catalyzed heterocyclization/oxidative Heck couplings from readily available ortho-iodosubst
Palladium-catalyzed sequential oxidative cyclization/coupling of 2-alkynylphenols and alkenes: A direct entry into 3-alkenylbenzofurans
Martinez, Claudio,Alvarez, Rosana,Aurrecoechea, Jose M.
supporting information; experimental part, p. 1083 - 1086 (2009/07/25)
A new Pd-catalyzed tandem intramolecular oxypalladation/Heck-type coupling between 2-alkynylphenols and alkenes is reported, leading to 3-(1-alkenyl)benzofurans. Participating alkenes include those substituted with an electron-withdrawing group (ester, ke
