Coupling reactions of higher order cuprates with primary halides: extremely mild and efficient substitution reactions of bromides and chlorides

BH Lipshutz, D Parker, JA Kozlowski…

Index: Lipshutz, Bruce H.; Parker, David; Kozlowski, Joseph A.; Miller, Robert D. Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3334 - 3336

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Citation Number: 36

Abstract

Among the many uses of organocuprate reagents in synthesis, the coupling between primary halides and ligands bound to copper constitutes one of the most common procedures for carbon-carbon bond~ onstruction.~ Typ-ically, primary iodides are the substrates of choice in terms of reactivity and efficiency, with tempertures as low as-78" C routinely used with Gilman reagent^.^ The corre-with Primary Halides: Extremely Mild and