Palladium-Catalyzed Silane/Siloxane Reductions in the One-Pot Conversion of Nitro Compounds into Their Amines, Hydroxylamines, Amides, Sulfon- amides, and Carbamates Pd-Catalyzed Reduction of Nitro Compounds to Amines
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چکیده
SYNTHESIS 2006, No. 19, pp 3316–3340xx.xx.2006 Advanced online publication: 06.09.2006 DOI: 10.1055/s-2006-950231; Art ID: C04506SS © Georg Thieme Verlag Stuttgart · New York Abstract: A combination of palladium(II) acetate, aqueous potassium fluoride, and polymethylhydrosiloxane (PMHS) facilitates the room-temperature reduction of aromatic nitro compounds to anilines. These reactions tend to be quick (30 min), high-yielding, and tolerate a range of other functional groups. Replacement of PMHS/KF with triethylsilane allows for the reduction of aliphatic nitro compounds to their corresponding hydroxylamines. Depending on the substrate, both conditions can allow for the in situ conversion of the product amines into amides, sulfonamides, and carbamates.
منابع مشابه
Pd-catalyzed silicon hydride reductions of aromatic and aliphatic nitro groups.
[reaction: see text] Room-temperature reduction of aromatic nitro groups to amines can be accomplished in high yield, with wide functional group tolerance and short reaction times (30 min) using a combination of palladium(II) acetate, aqueous potassium fluoride, and polymethylhydrosiloxane (PMHS). Replacing PMHS/KF with triethylsilane allows aliphatic nitro groups to be reduced to their hydroxy...
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