Construction of β-Haloenamides via Direct Copper-Promoted Coupling of Lactams with 2-Chloro and 2-Bromo Vinyliodides

Cuixiang Sun, Jason E. Camp, Steven M. Weinreb

Research output: Contribution to journalArticlepeer-review

59 Citations (SciVal)

Abstract

Cu(I)-catalyzed coupling of lactams with (E)-2-chlorovinyl iodides or (E)-2-bromovinyl iodides produces the corresponding β-halo enamides in moderate to excellent yields. E.g., in the presence of CuI and MeNHCH2CH2NHMe, coupling of (E)-2-chlorovinyl iodide I with lactam II gave 43% β-halo enamide III.
Original languageEnglish
Pages (from-to)1779-1781
Number of pages3
JournalOrganic Letters
Volume8
Issue number9
Early online date30 Mar 2006
DOIs
Publication statusPublished - 2006

Keywords

  • halo enamide prepn
  • copper catalyst coupling lactam chlorovinyl bromovinyl iodide

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