Gold (I)-Catalyzed Cyclization/Nucleophilic Substitution of 1-(N-Sulfonylazetidin-2-yl) Ynones into N-Sulfonylpyrrolin-4-ones
S Miaskiewicz, JM Weibel, P Pale, A Blanc
Index: Kern, Nicolas; Blanc, Aurelien; Miaskiewicz, Solene; Robinette, Michelle; Weibel, Jean-Marc; Pale, Patrick Journal of Organic Chemistry, 2012 , vol. 77, # 9 p. 4323 - 4341
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Citation Number: 6
Abstract
Polysubstituted pyrrolin-4-ones have been efficiently synthesized from readily available 1-(N- sulfonylazetidin-2-yl) ynones via gold (I)-catalyzed cyclization/nucleophilic substitution in the presence of various nucleophiles, such as water, alcohols, or indoles. Additionally, 3- iodopyrrolin-4-one derivatives have also been obtained under the same reaction conditions upon addition of 1.2 equiv of N-iodosuccinimide.
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