Heterogeneous Catalysis with Nickel-on-Graphite (Ni/Cg): Reduction of Aryl Tosylates and Mesylates

Bruce H. Lipshutz*, Bryan A. Frieman, Tom Butler, Vladimir Kogan

*Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA, E-mail: lipshutzchem.ucsb.edu

B. H. Lipshutz, B. A. Frieman, T. Butler, V. Kogan, Angew. Chem. Int. Ed., 2006, 45, 800-803.

DOI: 10.1002/anie.200502887

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Abstract

Nickel-on-graphite is a very inexpensive, heterogeneous catalyst for the chemoselective reduction of aryl tosylates and mesylates. The catalyst can be used under conventional heating conditions or microwave irradiation and is recyclable without loss of activity.

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Nickel-on-Charcoal-Catalyzed Reductions of Aryl Chlorides

B. H. Lipshutz, T. Tomioka, K. Sato, Synlett, 2001, 970-973.

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Key Words

aryl tosylates, graphite, heterogeneous catalysis, nickel, borane, reduction (dehalogenations, deoxygenations), microwave synthesis

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ID: J06-Y2006-130