860466-13-3Relevant academic research and scientific papers
Catalytic hydrogenation of unactivated amides enabled by hydrogenation of catalyst precursor
Miura, Takashi,Held, Ingmar E.,Oishi, Shunsuke,Naruto, Masayuki,Saito, Susumu
, p. 2674 - 2678 (2013)
A general method for catalytic hydrogenation of unactivated amides was achieved. During the catalyst induction period, a novel structural change was observed involving full hydrogenation of the interior unsaturated bonds of the pyridines of the Ru-containing catalyst precursor. Based on this observation, the mechanism of amide hydrogenation may involve a two-step pathway, wherein the Ru catalyst having an H-Ru-N-H functionality is generated in the first step, followed by the amide carbonyl group interacting with the outer, rather than the inner, sphere of the Ru catalyst.
The dual role of ruthenium and alkali base catalysts in enabling a conceptually new shortcut to N-unsubstituted pyrroles through unmasked α-amino aldehydes
Iida, Kazuki,Miura, Takashi,Ando, Junki,Saito, Susumu
supporting information, p. 1436 - 1439 (2013/06/26)
A virtually salt-free and straightforward bimolecular assembly giving N-unsubstituted pyrroles through fully unmasked α-amino aldehydes, which was enabled by the dual effects of a catalytic ruthenium complex and an alkali metal base, is reported. Either solvent-free or acceptorless dehydrogenation facilitates high atom, step, and pot economy, which are otherwise difficult to achieve in multistep operations involving protection/deprotection.
