Synlett

Intramolecular Cycloisomerization of Aryl-Substituted Alkylidenecyclopropanes via NHC Palladium-Catalyzed Cascade CC Bond Cleavage/CH Activation/CC Bond …

Y Yang, X Huang

Index: Yang, Yewei; Huang, Xian Synlett, 2008 , # 9 p. 1366 - 1370

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Abstract

Abstract A well-defined N-heterocyclic carbene (NHC) palladium-catalyzed intramolecular cyclization reaction of aryl-substituted alkylidenecyclopropanes (ACP) to 1-aryl dihydronaphthalenes is described. The NHC salts were found to suppress β-hydride elimination from the homoallylpalladium intermediate, which may lead to unwanted alkene formation. A plausible mechanism for the cycloisomerization was proposed.

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