4.5 Article

One-Pot Synthesis of Camalexins and 3,3′-Biindoles by the Masuda Borylation-Suzuki Arylation (MBSA) Sequence

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2013, 期 21, 页码 4564-4569

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300133

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Synthetic methods; C-C coupling; Arylation; Palladium; Boron; Alkaloids

资金

  1. Fonds der Chemischen Industrie

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The Masuda borylation/Suzuki arylation (MBSA) sequence starting from N-protected 3-iodoindoles has successfully been extended to the coupling of five-membered heterocycles and indoles in the arylation step, which could not be achieved with previously developed MBSA methods. By this approach the one-pot nature of the method as well as the use of a simple catalyst system has been retained. The applicability of the method has been demonstrated by the facile synthesis of camalexins and 3,3-biindoles, compounds of special interest due to their pronounced antifungal, antimicrobial and cytotoxic activities.

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