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Recent Literature

In situ generated Rieke Ni effectively facilitated the pinacol coupling of diverse carbonyl compounds. Furthermore, a catalytically efficient, more economical, and convenient NiCl2(Cat.)/Mg/TMSCl system was successfully designed and further developed. Additionally, the mechanisms involving single-electron transfer (SET) for these coupling reactions, as well as the DL/meso diastereoselectivity, were elucidated.

L. Shi, C.-A. Fan, Y.-Q. Tu, M. Wang, F.-M. Zhang, Tetrahedron, 2004, 60, 2851-2855.

DOI: 10.1016/j.tet.2004.01.073

When (functionalized) aryl chlorides are exposed to catalytic amounts of nickel-on-charcoal in the presence of stoichiometric quantities of Me2NH·BH3 and K2CO3 in refluxing acetonitrile, they undergo dehalogenation to produce the corresponding arenes in high yields.

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

DOI: 10.1055/s-2001-14636

Nickel-on-graphite serves as a highly cost-effective heterogeneous catalyst for the chemoselective reduction of aryl tosylates and mesylates. This catalyst can be utilized under either conventional heating or microwave irradiation conditions, and it is recyclable without compromising its activity.

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

DOI: 10.1002/anie.200502887

A system comprising nickel(II) chloride, lithium metal, a catalytic polymer-supported arene, and ethanol has proven effective for the conjugate reduction of diverse α,β-unsaturated carbonyl compounds under gentle reaction conditions.

F. Alonso, I. Osante, M. Yus, Synlett, 2006, 3017-3020.

DOI: 10.1055/s-2006-951494

Nickel nanoparticles facilitate the reductive amination of aldehydes via transfer hydrogenation using isopropanol as the hydrogen donor at 76°C.

F. Alonso, P. Riente, M. Yus, Synlett, 2008, 1289-1292.

DOI: 10.1055/s-2008-1072748

When 1-(methylthio)acetone reacts with various nitriles in the presence of triflic anhydride, it yields 2-substituted 5-methyl-4-methylthio-1,3-oxazoles in good yields. The methylthio group located at the C4 position can be readily removed using Raney nickel. By oxidizing the MeS group with m-CPBA, 4-methylsulfonyl derivatives can be prepared.

A. Herrera, R. Martinez-Alvarez, P. Ramiro, D. Molero, J. Almy, J. Org. Chem., 2006, 71, 3026-3032.

DOI: 10.1021/jo052619v

Under mild conditions, a regioselective Ir-catalyzed (3+2) cycloaddition of azides and alkynes, facilitated by a directing group, yields functionalized triazoles. This directing group, which is a triazene, can be substituted with various groups such as amino, amide, halogen, and heterocycle substituents.

L. Zeng, Z. Lai, C. Zhang, H. Xie, S. Cui, Org. Lett., 2020, 22, 2220-2224.

DOI: 10.1021/acs.orglett.0c00394

Quote from: https://www.organic-chemistry.org/chemicals/reductions/nickel.shtm

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