4.5 Article

gem-Dibromomethylarenes as Aldehyde Surrogates in the Pictet-Spengler Synthesis of Tetrahydroisoquinolines and Isoindoloisoquinolones

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 17, Pages 2949-2956

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0030-1258137

Keywords

Pictet-Spengler reaction; gem-dibromomethylarenes; tetrahydroisoquinolines; isoindoloisoquinolinones; microwave irradiation

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A new variant of the Pictet-Spengler reaction has been developed using gem-dibromomethylarenes as aldehyde surrogates to afford a variety of tetrahydroisoquinoline and isoindoloisoquinolone ring systems in good yields. These systems comprise important motifs in naturally occurring bioactive substances.

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