33870-87-0Relevant academic research and scientific papers
Cobalt-mediated [2 + 2 + 2] cycloaddition versus C-H and N-H activation of pyridones and pyrazinones with alkynes: An experimental study
Aubert, Corinne,Betschmann, Patrick,Eichberg, Michael J.,Gandon, Vincent,Heckrodt, Thilo J.,Lehmann, Juerg,Malacria, Max,Masjost, Birgit,Paredes, Elisa,Vollhardt, K. Peter C.,Whitener, Glenn D.
, p. 7443 - 7465 (2008/03/14)
The reactivity of a range of pyridone and pyrazinone derivatives towards alkynes in the presence of cyclopentadienylcobaltbis(ethene) has been investigated. Depending on the nature of the substrates, [2 + 2 + 2]- or [2 + 2] cycloaddition, C-H, or N-H activation may occur. In the case of pyridones, the first three predominated with N-protected derivatives, whereas substrates containing N-H bonds followed an N-H activation pathway. The [2 + 2 + 2] cycloaddition of an N-butynylisoquinolone was applied successfully to the total synthesis of anhydrolycorinone. Pyrazinone substrates showed similar patterns of reactivity.
