Preparation and Reactions of Functionalized Organocopper Reagents

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.

Key words

functionalized organocopper reagents - iodine-copper exchange reaction - sterically hindered cuprate - polyfunctionalized molecules­

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9

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