Modular Isoquinoline Synthesis Using Catalytic Enolate Arylation and in Situ Functionalization

نویسندگان

  • Ben S. Pilgrim
  • Alice E. Gatland
  • Charlie T. McTernan
  • Panayiotis A. Procopiou
  • Timothy J. Donohoe
چکیده

A methyl ketone, an aryl bromide, an electrophile, and ammonium chloride were combined in a four-component, three-step, and one-pot coupling procedure to furnish substituted isoquinolines in overall yields of up to 80%. This protocol utilizes the palladium catalyzed α-arylation reaction of an enolate, followed by in situ trapping with an electrophile, and aromatization with ammonium chloride. tert-Butyl cyanoacetate participated in a similar protocol; after functionalization and decarboxylation, 3-amino-4-alkyl isoquinolines were prepared in high yield.

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عنوان ژورنال:

دوره 15  شماره 

صفحات  -

تاریخ انتشار 2013