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Gold(I)-Catalyzed Intramolecular Tandem Addition/Friedel-Crafts Reactions between Acyclic Enamides and 1-Arylalkynes.

TitleGold(I)-Catalyzed Intramolecular Tandem Addition/Friedel-Crafts Reactions between Acyclic Enamides and 1-Arylalkynes.
Publication TypeJournal Article
Year of Publication2010
AuthorsKozak, JA, Patrick, BO, Dake, GR
JournalJournal of Organic Chemistry
Volume75
Pagination8585 - 8590
Date Published2010///
ISBN Number0022-3263
Keywordsamidoindene prepn, enamide arylalkyne addn Friedel Craft reaction gold catalyst
Abstract

Electron-deficient acyclic enamine derivs. react with electron-rich 1-arylalkynes using cationic gold(I) species as catalysts in an intramol. process to form annulated 1-amido-substituted indene derivs., e.g., I as the major products. Yields for this process range between 21% and 98%. In some cases, a two-step process that includes a subsequent alkene isomerization is needed. [on SciFinder(R)]