219506-41-9Relevant academic research and scientific papers
Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series
Nikolova, Rositca,Bojilova, Anka,Rodios, Nestor A.
, p. 14407 - 14420 (1998)
The reaction of 3-(1-bromobenzyl)coumarin 3 with trialkyl phosphites afforded in good yields the corresponding dialkyl phosphonates 5, the Arbuzov reaction products. The interaction of trialkyl phosphites with 3-(ω- bromoacetyl)coumarin 4 gave the corresponding dialkyl vinylphosphates 8 as the only isolated products, whereas dialkyl phosphites reacted with 4 under phase transfer catalysis and gave vinylphosphates 8 or dialkyl 1,2-epoxy- ethylphosphonates 9. The β-oxo-phosphonates 7 were obtained from the reaction of hydrazone-derivative 10 with trialkyl phosphites and the subsequent hydrolysis of the dialkyl β-hydrazono-phosphonates 11 thus formed.
