Assessing the Activity of Lewis Bases Organocatalysts in Halonium-Induced Carbocyclization Reactions
Grandclaudon, Charlotte, Ruamps, Mirko, Duboc, Raphaël, Michelet, Véronique, Toullec, Patrick Y.
文献索引：10.1055/s-0036-1591982
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摘要
Lewis bases were evaluated as catalysts for halocarbocyclization reactions of alkynylstyrenes and a cinnamylaniline derivative. Phosphines and phosphorus chalcogenides exhibited high activity for the conversion of alkynylstyrenes in the presence of N-halosuccinimides with up to a 30-fold increase of the initial reaction rate with respect to the background reaction. Phosphorus sulfides and selenides showed the best catalytic activity for the iodocarbocyclization of a cinnamylaniline derivative in the presence of diiodohydantoin. An asymmetric variant of the iodocarbocyclization reaction of an alkynylstyrene using a chiral phosphorus selenide resulted in a modest enantioselectivity.