Golden Face of Phosphine: Cascade Reaction to Bridgehead Methanophosphocines by Intramolecular Double Hydroarylation
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.
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
supporting information
p. 45 - 49
(2019/01/04)
Migration of a Benzyl group in the Lossen-like Rearrangement of an N-Phosphinoyl-O-sulphonylhydroxylamine
Migration of a group other than aryl has been observed for the first time in the Lossen-like rearrangement of an N-phosphinoyl-O-sulphonylhydroxylamine: the benzylic substrate (ArCH2)2P(O)NHOMs (Ar= p-tolyl) gives the phosphonamidate ArCH2P(O)(OR)NHCH2Ar
Harger, Martin J. P.,Smith, Adrian
p. 1447 - 1451
(2007/10/02)
More Articles about upstream products of 18896-84-9