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One-Pot Negishi Cross-Coupling Reactions of In Situ Generated Zinc Reagents with Aryl Chlorides, Bromides, and Triflates

Shohei Sase, Milica Jaric, Albrecht Metzger, Vladimir Malakhov and Paul Knochel*

*Department Chemie & Biochemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, Haus F, 81377 München, Germany, Email: paul.knochelcup.uni-muenchen.de

S. Sase, M. Jaric, A. Metzger, V. Malakhov, P. Knochel, J. Org. Chem., 2008, 73, 7380-7382.

DOI: 10.1021/jo801063c (free Supporting Information)


Abstract

In situ generated aryl, heteroaryl, alkyl, or benzylic polyfunctional zinc reagents obtained by the addition of zinc and LiCl to the corresponding organic iodides undergo smooth Pd(0)-catalyzed Negishi coupling reactions with aryl bromides, chlorides, and triflates in the presence of PEPPSI as a catalyst to produce crosscoupled products in high yields.

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Key Words

Negishi Coupling


ID: J42-Y2008-2550