4.5 Article

Synthesis of β-Alkoxy Amines from Alkenes, Sulfonyl Azides, and Alcohols though Copper-Catalyzed Three-Component Tandem Reactions via Regioselective Ring-Opening of Aziridine Intermediates

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 10, Issue 5, Pages 1161-1166

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100087

Keywords

Copper catalysis; Tandem reaction; β -Alkoxy amines; Aziridine; Regioselective Ring-Opening

Funding

  1. National Natural Science Foundation of China [20972091, 21172139]
  2. Key Science Research of Education Committee in Henan Province [16A150020]

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A copper-catalyzed three-component tandem reaction involving alkenes, sulfonyl azides, and alcohols has been described for the synthesis of valuable beta-alkoxy amines. This method is practical and cost-effective, showing good yields and tolerance towards various functional groups.
A copper-catalyzed three-component tandem reaction of alkenes, sulfonyl azides, and alcohols is described. This straightforward transformation provides a practical method for the synthesis of valuable beta-alkoxy amines from easily accessible starting materials under comparative cheap copper catalysis without external ligands though regioselective ring-opening reaction of aziridine intermediates. This reaction has a broad functional groups tolerance and the yields are generally good.

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