Continuous-Flow Hydrogenation and Reductive Deuteration of Nitriles: a Simple Access to α,α-Dideutero Amines
A simple and efficient continuous flow methodology has been developed for hydrogenation and reductive deuteration of nitriles to yield primary amines and also valuable α,α-dideutero analogues. Raney nickel proved to be a useful catalyst for the transformation of a wide range of nitriles under reasonably mild conditions with excellent deuterium incorporation (>90 %) and quantitative conversion. Among known model compounds, three new deuterated primary amines were prepared. The large-scale synthesis of deuterated tryptamine was also carried out to deliver 1.1 g product under flow conditions.
Mészáros, Rebeka,Peng, Bai-Jing,?tv?s, Sándor B.,Yang, Shyh-Chyun,Fül?p, Ferenc
Reduction deuteration method of unsaturated organic compound containing carbon-carbon triple bond and/or carbon-nitrogen triple bond (by machine translation)
A single electron transfer reaction of an alkali metal medium is applied to reduction of a carbon-carbon triple bond or a carbon-nitrogen triple bond, and an alkyne and a nitrile compound can be respectively converted into deuterated olefin (or alkane) an
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Paragraph 0114-0118
(2019/10/15)
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