18896-81-6Relevant academic research and scientific papers
Golden Face of Phosphine: Cascade Reaction to Bridgehead Methanophosphocines by Intramolecular Double Hydroarylation
Babouri, Rachida,Traore, Lanciné,Bekro, Yves-Alain,Matveeva, Victoria I.,Sadykova, Yulia M.,Voronina, Julia K.,Burilov, Alexander R.,Ayad, Tahar,Volle, Jean-No?l,Virieux, David,Pirat, Jean-Luc
, p. 45 - 49 (2019)
Reported herein is the first example of a gold-catalyzed cyclization of bis(arylmethyl)ethynylphosphine oxides. This represents an original approach to bridgehead methanophosphocines 1, eight-membered heterocycles. Gold catalyst in combination with triflic acid activates alkyne and induces a double hydroarylation. Mechanistic studies suggest that the reaction proceeds stepwise, forming first the 1H-isophosphinoline 2-oxide 5. Reduction and protection of the corresponding phosphine oxides 1 described herein also highlight the effectiveness of our approach to this new class of electron-rich ligands.
