Pd-catalyzed cross-coupling of functionalized organozinc reagents with thiomethyl-substituted heterocycles

Albrecht Metzger; Laurin Melzig; Christina Despotopoulou; Paul Knochel

doi:10.1021/ol9017003

Pd-catalyzed cross-coupling of functionalized organozinc reagents with thiomethyl-substituted heterocycles

Org Lett. 2009 Sep 17;11(18):4228-31. doi: 10.1021/ol9017003.

Authors

Albrecht Metzger¹, Laurin Melzig, Christina Despotopoulou, Paul Knochel

Affiliation

¹ Department Chemie und Biochemie, Ludwig-Maximilians-University, Butenandtstr. 5-13, 81377, Munich, Germany.

PMID: 19691353
DOI: 10.1021/ol9017003

Abstract

Various thiomethyl-substituted N-heterocycles (pyridines, pyrimidines, pyrazines, pyridazines, triazines, benzothiazoles, benzoxazoles, pyrazoles, benzindazoles, quinazolines, etc.) undergo smooth Pd-catalyzed cross-coupling reactions with functionalized aryl-, heteroaryl-, benzylic-, and alkylzinc reagents using Pd(OAc)(2)/S-Phos as the catalytic system mostly at 25 degrees C. No copper salt is required to perform these reactions.