4.6 Article

Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence

Journal

MOLECULES
Volume 27, Issue 7, Pages -

Publisher

MDPI
DOI: 10.3390/molecules27072233

Keywords

natural products; one-pot reactions; alkaloids; Masuda borylation-Suzuki coupling

Funding

  1. Deutsche Forschungsgemeinschaft [GRK 2158]
  2. Fonds der Chemischen Industrie

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In this study, a new synthetic method was developed for the concise synthesis of various marine indole alkaloids. The method demonstrated high yields and simplicity.
N-Protected 3-iodoindoles were reacted with (di)azine halides in a sequentially Pd-catalyzed one-pot fashion, i.e., by Masuda borylation-Suzuki coupling (MBSC) sequence. This methodology was successfully applied to the concise syntheses of marine indole alkaloids meridianin C, D, F, and G, as well as to the bisindole alkaloid scalaridine A, which were obtained in moderate to excellent yield.

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