Expedient Access to 2-Benzazepines by Palladium-Catalyzed C−H Activation: Identification of a Unique Hsp90 Inhibitor Scaffold

Matteo Virelli, Elisabetta Moroni, Giorgio Colombo, Lorenzo Fiengo, Alessio Porta, Lutz Ackermann, Giuseppe Zanoni

Research output: Contribution to journalArticle

Abstract

Bioactive 2-benzazepines were accessed in an atom- and step-economical manner through a versatile palladium-catalyzed C−H activation strategy. The C−H arylation required low catalyst loading and a mild base, which was reflected by a broad scope and high functional-group tolerance. The benzotriazolodiazepinones were identified as new heat shock protein 90 (Hsp90) inhibiting lead compounds, with considerable potential for anti-cancer applications.

Original languageEnglish
Pages (from-to)16516-16520
Number of pages5
JournalChemistry - A European Journal
Volume24
Issue number62
DOIs
Publication statusPublished - Nov 7 2018

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Keywords

  • benzazepines
  • C−H activation
  • docking analysis
  • Hsp90
  • inhibitors

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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