Synthesis 2006(15): 2618-2623  
DOI: 10.1055/s-2006-942496
PSP
© Georg Thieme Verlag Stuttgart · New York

Preparation and Reactions of Functionalized Organocopper Reagents

Xiaoyin Yang, Paul Knochel*
Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13 Haus F, 81377 München, Germany
Fax: +49(89)218077680; e-Mail: paul.knochel@cup.uni-muenchen.de;
Further Information

Publication History

Received 4 March 2006
Publication Date:
25 July 2006 (online)

Abstract

Functionalized organocopper reagents have been prepared via an iodine-copper exchange by the reaction of aryl or alkenyl iodides with a sterically hindered cuprate reagent, lithium dineophylcuprate [(Me2PhCCH2)2CuLi]. The resulting copper reagents react readily with various electrophiles leading to polyfunctionalized molecules. This method represents a unique protocol for the preparation of aryl-, heteroaryl- and alkenylcopper reagents.

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9

2,3,5-Triiodobenzoic acid is commercially available from Aldrich.