Chemistry of Heterocyclic Compounds

, том 57 , издание 10 , страницы 1045-1050

Three-component condensation of cyclic 1,3-dicarbonyl compounds, N-phenacylpyridinium salts, and isatins or aromatic aldehydes as a method for the synthesis of novel condensed 2-aroyl-2,3-dihydrofurans

Тип публикации: Journal Article

Дата публикации: 2021-10-28

Springer Nature

Chemistry of Heterocyclic Compounds

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SJR: 0.243

CiteScore: 2.7

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ISSN: 00093122, 15738353

DOI: 10.1007/s10593-021-03020-3

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Organic Chemistry

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Three-component condensation of in situ generated pyridinium aroylmethylides with isatins or aromatic aldehydes and cyclic 1,3-dicarbonyl compounds gave a series of condensed 2-aroyl-2,3-dihydrofurans. The reaction proceeds diastereoselectively and represents a cascade process involving the Knoevenagel condensation, the carbo-Michael reaction, and intramolecular nucleophilic substitution. The possibility of reductive rearrangement of spirocyclic furanyl-substituted oxindole into a pyran derivative by the action of zinc in acetic acid was shown.

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Osipov D. V. et al. Three-component condensation of cyclic 1,3-dicarbonyl compounds, N-phenacylpyridinium salts, and isatins or aromatic aldehydes as a method for the synthesis of novel condensed 2-aroyl-2,3-dihydrofurans // Chemistry of Heterocyclic Compounds. 2021. Vol. 57. No. 10. pp. 1045-1050.

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Osipov D. V., Demidov M. R., Osyanin V. A., Klimochkin Y. N. Three-component condensation of cyclic 1,3-dicarbonyl compounds, N-phenacylpyridinium salts, and isatins or aromatic aldehydes as a method for the synthesis of novel condensed 2-aroyl-2,3-dihydrofurans // Chemistry of Heterocyclic Compounds. 2021. Vol. 57. No. 10. pp. 1045-1050.

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TY - JOUR

DO - 10.1007/s10593-021-03020-3

UR - https://doi.org/10.1007/s10593-021-03020-3

TI - Three-component condensation of cyclic 1,3-dicarbonyl compounds, N-phenacylpyridinium salts, and isatins or aromatic aldehydes as a method for the synthesis of novel condensed 2-aroyl-2,3-dihydrofurans

T2 - Chemistry of Heterocyclic Compounds

AU - Osipov, Dmitry V

AU - Demidov, Maxim R

AU - Osyanin, Vitaly A

AU - Klimochkin, Yury N

PY - 2021

DA - 2021/10/28

PB - Springer Nature

SP - 1045-1050

IS - 10

VL - 57

SN - 0009-3122

SN - 1573-8353

ER -

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@article{2021_Osipov,

author = {Dmitry V Osipov and Maxim R Demidov and Vitaly A Osyanin and Yury N Klimochkin},

title = {Three-component condensation of cyclic 1,3-dicarbonyl compounds, N-phenacylpyridinium salts, and isatins or aromatic aldehydes as a method for the synthesis of novel condensed 2-aroyl-2,3-dihydrofurans},

journal = {Chemistry of Heterocyclic Compounds},

year = {2021},

volume = {57},

publisher = {Springer Nature},

month = {oct},

url = {https://doi.org/10.1007/s10593-021-03020-3},

number = {10},

pages = {1045--1050},

doi = {10.1007/s10593-021-03020-3}

}

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Osipov, Dmitry V., et al. “Three-component condensation of cyclic 1,3-dicarbonyl compounds, N-phenacylpyridinium salts, and isatins or aromatic aldehydes as a method for the synthesis of novel condensed 2-aroyl-2,3-dihydrofurans.” Chemistry of Heterocyclic Compounds, vol. 57, no. 10, Oct. 2021, pp. 1045-1050. https://doi.org/10.1007/s10593-021-03020-3.