96319-44-7Relevant academic research and scientific papers
Chemoselective intramolecular alkylation of the Blaise reaction intermediates: Tandem one-pot synthesis of exo -cyclic enaminoesters and their applications toward the synthesis of N -heterocyclic compounds
Kim, Ju Hyun,Shin, Hyunik,Lee, Sang-Gi
experimental part, p. 1560 - 1565 (2012/04/04)
The intramolecular alkylative reactivity and N/C selectivity of the various Blaise reaction intermediates, which are formed from the reaction of the Reformatsky reagents with ω-chloroalkyl nitriles, did not reach the synthetic potential as an entry to exo-cyclic enaminoesters. To circumvent this issue, various additives were investigated, among which the addition of NaHMDS dramatically enhanced the reactivity and N/C selectivity. This modification provided a highly efficient route for the synthesis of various N-fused heterocyclic compounds, as it requires only two steps from nitriles.
Alkylation des β-enaminoesters cycliques: Relation entre la taille et la reactivite
Celerier, Jean-Pierre,Deloisy-Marchalant, Elisabeth,Lhommet, Gerard
, p. 1633 - 1635 (2007/10/02)
Cyclic β-enaminoesters are C-alkylated.Experimental conditions are different according to the ring size, mild with large rings and drastic with small rings where the conjugation is more important.Physical data allow an explanation between the ring size of β-enaminoesters and their reactivity.
