4.7 Article

Gold(I)-catalyzed rearrangement of aryl alkynylaziridines to spiro[isochroman-4,2 '-pyrrolines]

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 23, Pages 6665-6667

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc11351h

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Alkynylaziridines carrying an aryl group could be efficiently converted to spiro[isochroman-4,2'-pyrrolines] with gold salts as catalysts. This new rearrangement involved a Friedel-Crafts type intramolecular reaction followed by cyclization of the aminoallene intermediate, both initiated by the dual sigma and pi Lewis acidities of gold.

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