Abstract
O-Propargylic oximes that possess an electron-rich p-(dimethylamino)phenyl group at the oxime moiety and an alkyl group at the propargylic position were efficiently converted in the presence of Cu(I) catalysts to the corresponding 1-amidodienes in good to excellent yields. The reaction proceeded via a 2,3-rearrangement, followed by isomerization of the resulting N-allenylnitrone to the amide, presumably through the oxaziridine intermediate.
Original language | English |
---|---|
Pages (from-to) | 2562-2565 |
Number of pages | 4 |
Journal | Organic letters |
Volume | 16 |
Issue number | 9 |
DOIs | |
Publication status | Published - 2014 May 2 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry