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Expedient Access to 2‐Benzazepines by Palladium‐Catalyzed C−H Activation: Identification of a Unique Hsp90 Inhibitor Scaffold
Author(s) -
Virelli Matteo,
Moroni Elisabetta,
Colombo Giorgio,
Fiengo Lorenzo,
Porta Alessio,
Ackermann Lutz,
Zai Giuseppe
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201804244
Subject(s) - benzazepines , catalysis , palladium , scope (computer science) , hsp90 , chemistry , combinatorial chemistry , scaffold , heat shock protein , stereochemistry , biochemistry , database , computer science , gene , programming language
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.