Iron Catalyzed [3+2] Cycloaddition of Tetrahydroisoquinoline: Synthesis of Dihydropyrrolo[2,1-a]isoquinolines
ASIAN JOURNAL OF ORGANIC CHEMISTRY(2020)
Abstract
We have developed an iron(III) chloride hexahydrate catalyzed formal [3+2] cycloaddition of tetrahydroisoquinolines with amide group-bearing Morita-Baylis-Hillman (MBH) carbonates. A range of highly functionalized dihydropyrrolo[2,1-a]isoquinolines could be prepared through SN2'/oxidation/electrocyclization/aromatization cascade (32-62% yield).
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Key words
Iron chloride,Dihydropyrrolo[2,1-a]isoquinoline,Tetrahydroisoquinoline,Cycloaddition,Morita-Baylis-Hillman carbonate
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