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Synthesis of benzocycloalkene derivatives via Pd-catalyzed one-pot two-step reactions of benzocyclic ketones, tosylhydrazide with aryl bromides

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Abstract A new method for the synthesis of benzocycloalkene derivatives is described, through the palladium-catalyzed one-pot two-step reactions of benzocyclic ketones, tosylhydrazide with aryl bromides. Palladium-carbene complex as an important… Click to show full abstract

Abstract A new method for the synthesis of benzocycloalkene derivatives is described, through the palladium-catalyzed one-pot two-step reactions of benzocyclic ketones, tosylhydrazide with aryl bromides. Palladium-carbene complex as an important intermediate undergoes migratory insertion to form benzylpalladium complex, followed by a fast β-hydride elimination to give substituted benzocycloalkenes. The advantages of this reaction include readily available starting materials, broad substrate scope, high efficiency, and gram scale synthesis.

Keywords: synthesis benzocycloalkene; benzocycloalkene derivatives; pot two; two step; catalyzed one; one pot

Journal Title: Journal of Saudi Chemical Society
Year Published: 2018

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