The First Synthesis of 4-Unsubstituted 3-(Trifluoroacetyl)coumarins by the Knoevenagel Condensation of Salicylaldehydes with Ethyl Trifluoroacetoacetate Followed by Chromene-Coumarin Recyclization
Тип публикации: Journal Article
Дата публикации: 2008-01-11
SCImago Q3
WOS Q3
БС2
SJR: 0.361
CiteScore: 2.8
Impact factor: 1.5
ISSN: 09365214, 14372096
Organic Chemistry
Краткое описание
A series of ethyl 6-substituted 2-hydroxy-2-(trifluoro-methyl)-2 H-chromene-3-carboxylates was obtained in good yields via the Knoevenagel condensation of salicylaldehydes with ethyl trifluoroacetoacetate in the presence of piperidinium acetate. The subsequent recyclization of these chromenes proceeds smoothly in refluxing chlorobenzene in the presence of P-toluenesulfonic acid affording previously unknown 3-(trifluoroacetyl)coumarins in moderate to good yields.
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Chizhov D. et al. The First Synthesis of 4-Unsubstituted 3-(Trifluoroacetyl)coumarins by the Knoevenagel Condensation of Salicylaldehydes with Ethyl Trifluoroacetoacetate Followed by Chromene-Coumarin Recyclization // Synlett. 2008. Vol. 2008. No. 2. pp. 281-285.
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Chizhov D., Sosnovskikh V. Y., Pryadeina M., Burgart Y. V., Saloutin V., Charushin V. The First Synthesis of 4-Unsubstituted 3-(Trifluoroacetyl)coumarins by the Knoevenagel Condensation of Salicylaldehydes with Ethyl Trifluoroacetoacetate Followed by Chromene-Coumarin Recyclization // Synlett. 2008. Vol. 2008. No. 2. pp. 281-285.
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TY - JOUR
DO - 10.1055/s-2007-1000867
UR - https://doi.org/10.1055/s-2007-1000867
TI - The First Synthesis of 4-Unsubstituted 3-(Trifluoroacetyl)coumarins by the Knoevenagel Condensation of Salicylaldehydes with Ethyl Trifluoroacetoacetate Followed by Chromene-Coumarin Recyclization
T2 - Synlett
AU - Chizhov, Dmitrii
AU - Sosnovskikh, Vyacheslav Ya.
AU - Pryadeina, Marina
AU - Burgart, Yanina V.
AU - Saloutin, Victor
AU - Charushin, Valery
PY - 2008
DA - 2008/01/11
PB - Georg Thieme Verlag KG
SP - 281-285
IS - 2
VL - 2008
SN - 0936-5214
SN - 1437-2096
ER -
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@article{2008_Chizhov,
author = {Dmitrii Chizhov and Vyacheslav Ya. Sosnovskikh and Marina Pryadeina and Yanina V. Burgart and Victor Saloutin and Valery Charushin},
title = {The First Synthesis of 4-Unsubstituted 3-(Trifluoroacetyl)coumarins by the Knoevenagel Condensation of Salicylaldehydes with Ethyl Trifluoroacetoacetate Followed by Chromene-Coumarin Recyclization},
journal = {Synlett},
year = {2008},
volume = {2008},
publisher = {Georg Thieme Verlag KG},
month = {jan},
url = {https://doi.org/10.1055/s-2007-1000867},
number = {2},
pages = {281--285},
doi = {10.1055/s-2007-1000867}
}
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MLA
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Chizhov, Dmitrii, et al. “The First Synthesis of 4-Unsubstituted 3-(Trifluoroacetyl)coumarins by the Knoevenagel Condensation of Salicylaldehydes with Ethyl Trifluoroacetoacetate Followed by Chromene-Coumarin Recyclization.” Synlett, vol. 2008, no. 2, Jan. 2008, pp. 281-285. https://doi.org/10.1055/s-2007-1000867.
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