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Organocatalytic Cascade β-Functionalization/Aromatization of Pyrrolidines via Double Hydride Transfer.

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An unprecedented cascade β-functionalization/aromatization reaction of N-arylpyrrolidines was established. A series of β-substituted arylpyrroles embedded with trifluoromethyl groups are provided directly from N-arylpyrrolidines. The deuterium-labeling experiments indicate that sequential double… Click to show full abstract

An unprecedented cascade β-functionalization/aromatization reaction of N-arylpyrrolidines was established. A series of β-substituted arylpyrroles embedded with trifluoromethyl groups are provided directly from N-arylpyrrolidines. The deuterium-labeling experiments indicate that sequential double hydride transfer processes serve as the key steps in this transformation.

Keywords: double hydride; hydride transfer; functionalization aromatization; cascade functionalization

Journal Title: Organic letters
Year Published: 2020

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