Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series
Тип публикации: Journal Article
Дата публикации: 1998-11-01
SCImago Q3
WOS Q2
БС2
SJR: 0.36
CiteScore: 3.7
Impact factor: 2.1
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
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 hydrazono-derivative 10 with trialkyl phosphites and the subsequent hydrolysis of the dialkyl β-hydrazono-phosphonates 11 thus formed.
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Nikolova R. D., Bojilova A., Rodios N. A. Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series // Tetrahedron. 1998. Vol. 54. No. 47. pp. 14407-14420.
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Nikolova R. D., Bojilova A., Rodios N. A. Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series // Tetrahedron. 1998. Vol. 54. No. 47. pp. 14407-14420.
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TY - JOUR
DO - 10.1016/S0040-4020(98)00892-8
UR - https://doi.org/10.1016/S0040-4020(98)00892-8
TI - Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series
T2 - Tetrahedron
AU - Nikolova, Rositca D.
AU - Bojilova, Anka
AU - Rodios, Nestor A.
PY - 1998
DA - 1998/11/01
PB - Elsevier
SP - 14407-14420
IS - 47
VL - 54
SN - 0040-4020
SN - 1464-5416
ER -
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@article{1998_Nikolova,
author = {Rositca D. Nikolova and Anka Bojilova and Nestor A. Rodios},
title = {Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series},
journal = {Tetrahedron},
year = {1998},
volume = {54},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/S0040-4020(98)00892-8},
number = {47},
pages = {14407--14420},
doi = {10.1016/S0040-4020(98)00892-8}
}
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Nikolova, Rositca D., et al. “Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series.” Tetrahedron, vol. 54, no. 47, Nov. 1998, pp. 14407-14420. https://doi.org/10.1016/S0040-4020(98)00892-8.
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