Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence
Marco Kruppa, Gereon A. Sommer, Thomas J. J. Müller
Abstract
-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.
Topics & Concepts
BorylationIndole testSequence (biology)ChemistryStereochemistryCoupling (piping)Combinatorial chemistryOrganic chemistryBiochemistryMaterials scienceArylAlkylMetallurgyMarine Sponges and Natural ProductsSynthesis of Indole DerivativesCatalytic C–H Functionalization Methods