- N-Methylation and Trideuteromethylation of Amines via Magnesium-Catalyzed Reduction of Cyclic and Linear Carbamates
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A new reduction of carbamates to N-methyl amines is presented. The magnesium-catalyzed reduction reaction allows the conversion of cyclic and linear carbamates, including N-Boc protected amines, into the corresponding N-methyl amines and amino alcohols which are of significant interest due to their presence in many biologically active molecules. Furthermore, the reduction can be extended to the formation of N-trideuteromethyl labeled amines.
- Magre, Marc,Szewczyk, Marcin,Rueping, Magnus
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- N-Monomethylation of Aromatic Amines with Methanol via PNHP-Pincer Ru Catalysts
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The use of methanol for the selective methylation of aromatic amines with RuHCl(CO)(PNHP) (PNHP = bis(2-diphenylphosphinoethyl)amine) is reported. Various aromatic amines were transformed into their corresponding monomethylated secondary amines in high yields at 150 °C with a very low catalyst loading (0.02-0.1 mol %) in the presence of KOtBu (20-60 mol %). The catalyst precursor, RuHCl(CO)(PNHP), was converted to [RuH(CO)2(PNHP)]+ under the catalytic conditions and also serves as a highly effective catalyst. The robustness of this catalyst contributes to its outstanding catalytic activity, even under reaction conditions, in which CO is liberated from methanol.
- Ogata, Osamu,Nara, Hideki,Fujiwhara, Mitsuhiko,Matsumura, Kazuhiko,Kayaki, Yoshihito
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supporting information
p. 3866 - 3870
(2018/07/25)
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- N -Monomethylation of amines using paraformaldehyde and H2
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The selective N-monomethylation of amines is an important topic in fine chemical synthesis. Herein, for the first time, we described a selective N-monomethylation reaction of amines with paraformaldehyde and H2 in the presence of a CuAlOx catalyst. A variety of amines, including primary aromatic amines, benzylamine and cyclohexylamine, as well as secondary amines, have been shown to be compatible with this reaction.
- Wang, Hongli,Huang, Yongji,Dai, Xingchao,Shi, Feng
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supporting information
p. 5542 - 5545
(2017/07/06)
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