Synthesis 2015; 47(05): 692-700
DOI: 10.1055/s-0034-1379459
paper
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Cross-Coupling between 7-Azaindoles and Reformatsky Reagents

Authors

  • Nadja M. Barl

    a   Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5–13, Haus F, 81377 München, Germany   Fax: +49(89)218077680   eMail: Paul.Knochel@cup.uni-muenchen.de
  • Vladimir Malakhov

    a   Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5–13, Haus F, 81377 München, Germany   Fax: +49(89)218077680   eMail: Paul.Knochel@cup.uni-muenchen.de
  • Christian Mathes

    b   Novartis Pharma AG, Forum 1, Novartis Campus, 4056 Basel, Switzerland
  • Philipp Lustenberger

    b   Novartis Pharma AG, Forum 1, Novartis Campus, 4056 Basel, Switzerland
  • Paul Knochel*

    a   Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5–13, Haus F, 81377 München, Germany   Fax: +49(89)218077680   eMail: Paul.Knochel@cup.uni-muenchen.de
Weitere Informationen

Publikationsverlauf

Received: 17. September 2014

Accepted after revision: 23. Oktober 2014

Publikationsdatum:
16. Dezember 2014 (online)


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Abstract

The preparation of various 2-(7-azaindolyl)carboxylic esters by Pd-catalyzed coupling of Reformatsky reagents with TBDMS-protected 3-bromo-7-azaindoles leading to a wide range of arylated ester derivatives is reported. After removal of the protecting group, the corresponding free 2-(7-azaindolyl)carboxylic esters are obtained in satisfactory yields.