Cross-couplings of alkyl halides with heteroaromatic halides, in water at room temperature

…, J Graff, V Krasovskaya, P Konopelski, C Duplais…

Index: Krasovskiy, Arkady; Thome, Isabelle; Graff, Julien; Krasovskaya, Valeria; Konopelski, Paul; Duplais, Christophe; Lipshutz, Bruce H. Tetrahedron Letters, 2011 , vol. 52, # 17 p. 2203 - 2205

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Citation Number: 27

Abstract

Zn-mediated, Pd-catalyzed cross-coupling reactions between heteroaromatic and alkyl halides can be done at room temperature in pure water using a commercially available Pd catalyst and PTS, a nanomicelle-forming amphiphile. Notably, zinc metal inserts selectively into a carbon sp3-halide bond, while palladium adds oxidatively to a carbon sp2-bond.