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A facile approach to 6-amino-2H-pyrano[2,3-g]isoquinolin-2-ones via a sequential Sonogashira coupling of 6-cyanoumbelliferone triflate and annulations with amines
Authors:Alla V Lipeeva  Makhmut M Shakirov
Institution:Medicinal Chemistry Department, Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russian Federation
Abstract:Palladium-catalyzed synthesis of 2H-pyrano2,3-g]isoquinolinones have been described from easily accessible precursor 6-cyanoumbelliferone triflate via sequential of Sonogashira coupling and the following annulations with several primary alkylamines under basic conditions The so obtained 6-propargylamino-2H-pyrano2,3-g]isoquinolinones were involved in the CuAAC reaction with 2-azidobenzoic acid for obtaining 2H-pyrano2,3-g]isoquinoline-benzoic acid hybrid compounds containing a 1,2,3-triazole linker.
Keywords:Alkynes  Click chemistry  coumarin  heterocyclization  Sonogashira reaction
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