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Synfacts 2009(3): 0318-0318  
DOI: 10.1055/s-0028-1087714
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Cross-Coupling of Heteroaromatics in Water by Micellar Catalysis

Contributor(s): Paul Knochel, Andreas J. Wagner
B. H. Lipshutz*, A. R. Abela
University of California, Santa Barbara, USA
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Publication History

Publication Date:
19 February 2009 (online)

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Significance

The nanomicelle-forming amphi­phile PTS (PEG-tocopheryl sebacate) efficiently enables the Suzuki-Miyaura cross-coupling of aryl halides and arylboronic acids in pure water using commercially available palladium catalysts. The reaction proceeds under very mild conditions with temperatures ranging from room temperature to 40 ˚C. This aqueous cross-coupling yields the corresponding biaryls in excellent yields.