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Cu(OTf)2-promoted efficient synthetic route towards glycospiro-pyrrolo[2,1-a]isoquinolines
Authors:Piyali Deb Barman  Ishita SanyalSukhendu B. Mandal  Asish Kumar Banerjee
Affiliation:Department of Chemistry, CSIR-Indian Institute of Chemical Biology, 4 Raja S.C. Mullick Road, Jadavpur, Kolkata 700032, India
Abstract:A simple, convenient and efficient protocol for the construction of an array of glycospiro-pyrroloisoquinolines using isoquinolinium ylide and a carbohydrate-derived exocyclic olefin in the presence of Cu(OTf)2–Et3N catalytic system is described. Isoquinoline and alkylbromoacetates/2-bromoacetophenones were employed to generate the azomethine ylides in the presence of Et3N in refluxing toluene and subsequent exposure to the olefin led to the desired isoquinoline derivatives.
Keywords:Azomethine ylides   Cycloaddition reactions   Copper triflate   Synthesis   Glycospiropyrrolo[2,1-a]isoquinolines
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