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

Nadja M. Barl; Vladimir Malakhov; Christian Mathes; Philipp Lustenberger; Paul Knochel

doi:10.1055/s-0034-1379459

Synthesis, Table of Contents

Synthesis 2015; 47(05): 692-700
DOI: 10.1055/s-0034-1379459

paper

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

Authors

Nadja M. Barl

^aDepartment 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

^aDepartment 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

^bNovartis Pharma AG, Forum 1, Novartis Campus, 4056 Basel, Switzerland
Philipp Lustenberger

^bNovartis Pharma AG, Forum 1, Novartis Campus, 4056 Basel, Switzerland
Paul Knochel*

^aDepartment 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

Abstract

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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.

Key words

azaindole - Reformatsky reagents - metalation - palladium - cross-coupling

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References

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