NiCl2and NiCl2= 6H2O: A very Useful Mild Lewis Acid in Organic Synthesis

Labrie, Philippe

doi:10.1055/s-2003-36809

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Scheme 19 Synthesis Of A-substituted Primary Amines By Addit1

Variation 3: Reduction With Hydrosilanes1

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Cited by 8 publications

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“…Alternatively, Raney nickel can be used to catalyze the reduction of aromatic nitriles to benzylamines in methanol containing sodium borohydride. [147,148] The chemical behavior of sodium borohydride also changes markedly on addition of transition metal salts, such as cobalt(II) chloride, [149] nickel(II) chloride, [150,151] zirconium(IV) chloride, [152] copper(II) sulfate, [153] or rhodium(III) chloride, [154] which permits fine tuning of the reactivity. Among these additives, nickel and cobalt salts are the most intensively studied and give the most reliable results.…”

Section: Scheme 19 Synthesis Of A-substituted Primary Amines By Additmentioning

confidence: 99%

“…[237] Instead of lithium aluminum hydride, the more-soluble reducing agent sodium bis(2-methoxyethoxy)aluminum hydride (Red-Al) can also be used for the reduction of imides. Thus, 1-methylpyrrolidine (151) is obtained in 92% yield by reduction of N-methylsuccinimide (150) with Red-Al in boiling toluene. [182] Instead of aluminum hydride reagents, diborane can also be used for the reduction of imides.…”

Section: Variation 3: Reduction With Hydrosilanesmentioning

confidence: 99%

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