A General Acid‐Mediated Hydroaminomethylation of Unactivated Alkenes and Alkynes

Abstract: In comparison to the extensively studied metal‐catalyzed hydroamination reaction, hydroaminomethylation has received significantly less attention despite its considerable potential to streamline amine synthesis. State‐of‐the‐art protocols for hydroaminomethylation of alkenes rely largely on transition‐metal catalysis, enabling this transformation only under highly designed and controlled conditions. Here we report a broadly applicable, acid‐mediated approach to the hydroaminomethylation of unactivated alkenes and alkynes. This methodology employs cheap, readily available, and bench‐stable reactants and affords the desired amines with excellent functional group tolerance and impeccable regioselectivity. The broad scope of this transformation, as well as mechanistic investigations and in situ domino functionalization reactions are reported.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
A General Acid‐Mediated Hydroaminomethylation of Unactivated Alkenes and Alkynes ; volume:58 ; number:41 ; year:2019 ; pages:14639-14643 ; extent:5
Angewandte Chemie / International edition. International edition ; 58, Heft 41 (2019), 14639-14643 (gesamt 5)

Creator
Kaiser, Daniel
Tona, Veronica
Gonçalves, Carlos R.
Shaaban, Saad
Oppedisano, Alberto
Maulide, Nuno

DOI
10.1002/anie.201906910
URN
urn:nbn:de:101:1-2022070712364605333107
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:30 AM CEST

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Associated

  • Kaiser, Daniel
  • Tona, Veronica
  • Gonçalves, Carlos R.
  • Shaaban, Saad
  • Oppedisano, Alberto
  • Maulide, Nuno

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