Regioselective Partial Hydrogenation and Deuteration of Tetracyclic (Hetero)aromatic Systems Using a Simple Heterogeneous Catalyst

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Abstract

The introduction of added ‘3-dimensionality’ through late-stage functionalisation of extended (hetero)aromatic systems is a powerful synthetic approach. The abundance of starting materials and cross-coupling methodologies to access the precursors allows for highly diverse products. Subsequent selective partial reduction can alter the core structure in a manner of interest to medicinal chemists. Herein, we describe the precise, partial reduction of multicyclic heteroaromatic systems using a simple heterogeneous catalyst. The approach can be extended to introduce deuterium (again at late-stage). Excellent yields can be obtained using simple reaction conditions.

Original languageEnglish
Article numbere202400102
JournalChemistry - A European Journal
Volume30
Issue number17
DOIs
Publication statusPublished - 20 Mar 2024

Keywords

  • Dearomatisation
  • deuteration
  • heterocycle
  • hydrogenation
  • regioselective
  • simple catalyst

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