Synthesis 2010(16): 2853-2858  
DOI: 10.1055/s-0030-1258145
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

Scaled-Up Transition-Metal-Catalyzed Cross-Coupling Reactions of Thioether-Substituted N-Heterocycles with Organozinc Reagents

Albrecht Metzger, Laurin Melzig, Paul Knochel*
Ludwig-Maximilians-Universität München, Department Chemie und Biochemie, Butenandtstr. 5-13, Haus F, 81377 München, Germany
Fax: +49(89)218077680; e-Mail: [email protected];
Further Information

Publication History

Received 11 May 2010
Publication Date:
01 July 2010 (online)

Abstract

A variety of functionalized methylthio-substituted N-heterocycles (pyridines, pyrimidines, pyrazines, pyridazines, triazines, quinazolines, benzothiazoles) undergo smooth palladium- or nickel-catalyzed cross-couplings with highly functionalized organozinc reagents at ambient temperature. No expensive copper(I) salts are required and the coupling reactions proceed readily in the range of up to 20 mmol scale.

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