Reactions of 3-acylchromones with dimethyl 1,3-acetonedicarboxylate and 1,3-diphenylacetone: one-pot synthesis of functionalized 2-hydroxybenzophenones, 6H-benzo[c]chromenes and benzo[c]coumarins
Тип публикации: Journal Article
Дата публикации: 2012-10-17
scimago Q2
wos Q2
БС1
SJR: 0.6
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
23104252
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
Reactions of 3-methoxalyl-, 3-polyfluoroacyl- and 3-aroylchromones with dimethyl 1,3-acetonedicarboxylate and 1,3-diphenylacetone in the presence of DBU proceed at the C-2 atom of the chromone system with pyrone ring-opening and subsequent formal [3 + 3] cyclocondensation to functionalized 2-hydroxybenzophenones, 6H-benzo[c]chromenes and benzo[c]coumarins, depending on the substituent at the 3-position. An NMR study and X-ray crystallographic analysis are reported. The compounds synthesized can be considered as promising scaffolds for the design of the novel UV-A/B and UV-B filters.
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Iaroshenko V. O. et al. Reactions of 3-acylchromones with dimethyl 1,3-acetonedicarboxylate and 1,3-diphenylacetone: one-pot synthesis of functionalized 2-hydroxybenzophenones, 6H-benzo[c]chromenes and benzo[c]coumarins // Organic and Biomolecular Chemistry. 2012. Vol. 10. No. 47. p. 9344.
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Iaroshenko V. O., Savych I., Villinger A., Sosnovskikh V. Y., Langer P. Reactions of 3-acylchromones with dimethyl 1,3-acetonedicarboxylate and 1,3-diphenylacetone: one-pot synthesis of functionalized 2-hydroxybenzophenones, 6H-benzo[c]chromenes and benzo[c]coumarins // Organic and Biomolecular Chemistry. 2012. Vol. 10. No. 47. p. 9344.
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TY - JOUR
DO - 10.1039/c2ob07020k
UR - https://doi.org/10.1039/c2ob07020k
TI - Reactions of 3-acylchromones with dimethyl 1,3-acetonedicarboxylate and 1,3-diphenylacetone: one-pot synthesis of functionalized 2-hydroxybenzophenones, 6H-benzo[c]chromenes and benzo[c]coumarins
T2 - Organic and Biomolecular Chemistry
AU - Iaroshenko, Viktor O
AU - Savych, Iryna
AU - Villinger, Alexander
AU - Sosnovskikh, Vyacheslav Ya.
AU - Langer, Peter
PY - 2012
DA - 2012/10/17
PB - Royal Society of Chemistry (RSC)
SP - 9344
IS - 47
VL - 10
PMID - 23104252
SN - 1477-0520
SN - 1477-0539
ER -
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@article{2012_Iaroshenko,
author = {Viktor O Iaroshenko and Iryna Savych and Alexander Villinger and Vyacheslav Ya. Sosnovskikh and Peter Langer},
title = {Reactions of 3-acylchromones with dimethyl 1,3-acetonedicarboxylate and 1,3-diphenylacetone: one-pot synthesis of functionalized 2-hydroxybenzophenones, 6H-benzo[c]chromenes and benzo[c]coumarins},
journal = {Organic and Biomolecular Chemistry},
year = {2012},
volume = {10},
publisher = {Royal Society of Chemistry (RSC)},
month = {oct},
url = {https://doi.org/10.1039/c2ob07020k},
number = {47},
pages = {9344},
doi = {10.1039/c2ob07020k}
}
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Iaroshenko, Viktor O., et al. “Reactions of 3-acylchromones with dimethyl 1,3-acetonedicarboxylate and 1,3-diphenylacetone: one-pot synthesis of functionalized 2-hydroxybenzophenones, 6H-benzo[c]chromenes and benzo[c]coumarins.” Organic and Biomolecular Chemistry, vol. 10, no. 47, Oct. 2012, p. 9344. https://doi.org/10.1039/c2ob07020k.
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