70662-45-2Relevant academic research and scientific papers
Reactions of Carbon-Nucleophiles with Acetylenic Esters and Ketones
Youssef, A. S. A.,Kandeel, K. A.,Madkour, Hassan, M. F.
, p. 103 - 106 (2007/10/03)
Cyanoacetanilide (1) reacted with 3-phenyl-1-aryl-prop-2-yn-1-ones (2a-c) in the presence of sodium pellets in dry benzene to give the corresponding 3-cyanopyrid-2-ones (3a-c) and the aminopyrid-2-ones (4a,b).Similarly 1 reacted with methyl 3-arylprop-2-ynoates (2d, e) to give the 5-cyanopyrid-2-ones (7a, b) and the pyran-2-ones (8).On the other hand, 6-chloro-3-cyano-4-methylcoumarin (9) reacted with 2a-c,e to give the corresponding 3-amino-4-aroyl or carbomethoxy-8-chloro-5-arylbenzocoumarin (10a-d) as well as the propenylcoumarins (11) and the benzo coumarins (12).In all cases the reactions seem to take place via Michael addition.
