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Peer-reviewedCC BY 4.0Angewandte Chemie (International Ed. in English)

Synthesis of Aminocyclopropanes by Redox‐Neutral Aminoalkylation

  • Gwyndaf A. Oliver1
  • Konstantin Günther1,2,3
  • Chiara Sebastianelli‐Schoditsch4
  • Sophie Woolford1
  • Iina Ludwig4
  • Harald H. Sitte4,5,6
  • Nuno Maulide1,2
6 affiliations
  1. 1Institute of Organic Chemistry University of Vienna Vienna Austria
  2. 2CeMM Research Center for Molecular Medicine of the Austrian Academy of Sciences Vienna Austria
  3. 3Vienna Doctoral School in Chemistry University of Vienna Vienna Austria
  4. 4Center for Physiology and Pharmacology Institute of Pharmacology Medical University of Vienna Vienna Austria
  5. 5Hourani Center for Applied Scientific Research Al‐Ahliyya Amman University Amman Jordan
  6. 6Center for Addiction Research and Science Medical University of Vienna Vienna Austria
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Abstract

A redox‐neutral hydroaminoalkylation strategy has been developed for the synthesis of 1,1‐disubstituted aminocyclopropanes from alkenes and alkynes. Through simple solvolysis activation, the reaction of an easily accessible, bench‐stable hemiaminal precursor allows excellent yields of the target products at ambient temperature. The approach presented herein has a substrate tolerance that is orthogonal to classical aminocyclopropane syntheses, and its deployment for the preparation of bioisosteres of pharmacologically active gem‐α‐dimethylamines resulted in improved biological properties.

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Cite

BibTeXRIS
BibTeX
@article{oliver2026synthesis,
  title = {{Synthesis of Aminocyclopropanes by Redox‐Neutral Aminoalkylation}},
  author = {Gwyndaf A. Oliver and Konstantin Günther and Chiara Sebastianelli‐Schoditsch and Sophie Woolford and Iina Ludwig and Harald H. Sitte and Nuno Maulide},
  journal = {Angewandte Chemie (International Ed. in English)},
  year = {2026},
  month = sep,
  doi = {10.1002/anie.8092854},
  url = {https://doi.org/10.1002/anie.8092854},
  note = {CC BY 4.0},
}
RIS
TY  - JOUR
TI  - Synthesis of Aminocyclopropanes by Redox‐Neutral Aminoalkylation
AU  - Gwyndaf A. Oliver
AU  - Konstantin Günther
AU  - Chiara Sebastianelli‐Schoditsch
AU  - Sophie Woolford
AU  - Iina Ludwig
AU  - Harald H. Sitte
AU  - Nuno Maulide
PY  - 2026
DA  - 2026/09/04
JO  - Angewandte Chemie (International Ed. in English)
DO  - 10.1002/anie.8092854
UR  - https://doi.org/10.1002/anie.8092854
AB  - A redox‐neutral hydroaminoalkylation strategy has been developed for the synthesis of 1,1‐disubstituted aminocyclopropanes from alkenes and alkynes. Through simple solvolysis activation, the reaction of an easily accessible, bench‐stable hemiaminal precursor allows excellent yields of the target products at ambient temperature. The approach presented herein has a substrate tolerance that is orthogonal to classical aminocyclopropane syntheses, and its deployment for the preparation of bioisosteres of pharmacologically active gem‐α‐dimethylamines resulted in improved biological properties.
SN  - 1433-7851
SN  - 1521-3773
ER  -