Continuous-Flow Hydrogenation and Reductive Deuteration of Nitriles: a Simple Access to α,α-Dideutero Amines

Rebeka Mészáros, Bai Jing Peng, Sándor B. Ötvös, Shyh Chyun Yang, Ferenc Fülöp

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)1508-1511
Number of pages4
JournalChemPlusChem
Volume84
Issue number10
DOIs
Publication statusPublished - Oct 1 2019

Keywords

  • Raney nickel
  • amines
  • continuous flow chemistry
  • deuteration
  • nitriles

ASJC Scopus subject areas

  • Chemistry(all)

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