Iron Catalyzed Formal [3+2] Cycloaddition of Tetrahydroisoquinoline Affording Amide-bearing Dihydropyrrolo[2,1-a]isoquinolines

25 March 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

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).


Keywords

Iron chloride
dihydropyrrolo[2,1-a]isoquinoline
cycloaddition
tetrahydroisoquinoline

Supplementary materials

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191118CHL 0m
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