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

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
› Author Affiliations
Further Information

Publication History

Received: 17 September 2014

Accepted after revision: 23 October 2014

Publication Date:
16 December 2014 (online)

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.

 
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