Construction of N-Alkyl- and N-Arylaziridines from Unprotected Amines via C-H Oxidative Amination Strategy

Yang Yu, Meijuan Li, Yong Zhang, Yonghai Liu, Lei Shi, Wei Wang, Hao Li

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

A copper-promoted intramolecular C-H oxidative amination reaction between secondary amine (N-H) and C(sp 3 )-H at the benzylic position of azaarenes or α-position of ketones for the synthesis of aziridine derivatives has been developed. Moreover, a practical annulation of electron-deficient vinylarenes with an unprotected primary alkyl amine by a Yb(OTf) 3 -CuI relay system has also been reported. The reactions were carried out with oxygen as the sole oxidant to give the N-alkyl- and N-arylaziridines in good yields.

Original languageEnglish (US)
Pages (from-to)904-907
Number of pages4
JournalOrganic Letters
Volume21
Issue number4
DOIs
StatePublished - Feb 15 2019
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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