Regio- and Diastereoselective [4+2]-Cycloaddition of 4,5-Diaroyl-1H-pyrrole-2,3-diones and Cyclopentadiene
Publication type: Journal Article
Publication date: 2022-03-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
Thermally initiated [4+2]-cycloaddition of 4,5-diaroyl-1H-pyrrole-2,3-dione and cyclopentadiene as a dienophile afforded substituted 5a,8,8a,8b-tetrahydro-1H-cyclopenta[5,6]pyrano[4,3-b]pyrrole-2,3-diones whose structure was determined by X-ray analysis of one of the products. The reaction was regio- and diastereoselective, and only one endo-hetero-Diels–Alder adduct was formed. The described reaction provides a convenient preparative route to difficultly accessible substituted cyclopenta[5,6]pyrano[4,3-b]pyrrole derivatives.
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Moroz I. A. et al. Regio- and Diastereoselective [4+2]-Cycloaddition of 4,5-Diaroyl-1H-pyrrole-2,3-diones and Cyclopentadiene // Russian Journal of Organic Chemistry. 2022. Vol. 58. No. 3. pp. 282-286.
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Moroz I. A., Antonov D. I., Dmitriev M. V., Maslivets A. N. Regio- and Diastereoselective [4+2]-Cycloaddition of 4,5-Diaroyl-1H-pyrrole-2,3-diones and Cyclopentadiene // Russian Journal of Organic Chemistry. 2022. Vol. 58. No. 3. pp. 282-286.
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TY - JOUR
DO - 10.1134/S1070428022030046
UR - https://link.springer.com/10.1134/S1070428022030046
TI - Regio- and Diastereoselective [4+2]-Cycloaddition of 4,5-Diaroyl-1H-pyrrole-2,3-diones and Cyclopentadiene
T2 - Russian Journal of Organic Chemistry
AU - Moroz, Ilya A
AU - Antonov, D I
AU - Dmitriev, Maksim V
AU - Maslivets, Andrey N
PY - 2022
DA - 2022/03/01
PB - Pleiades Publishing
SP - 282-286
IS - 3
VL - 58
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2022_Moroz,
author = {Ilya A Moroz and D I Antonov and Maksim V Dmitriev and Andrey N Maslivets},
title = {Regio- and Diastereoselective [4+2]-Cycloaddition of 4,5-Diaroyl-1H-pyrrole-2,3-diones and Cyclopentadiene},
journal = {Russian Journal of Organic Chemistry},
year = {2022},
volume = {58},
publisher = {Pleiades Publishing},
month = {mar},
url = {https://link.springer.com/10.1134/S1070428022030046},
number = {3},
pages = {282--286},
doi = {10.1134/S1070428022030046}
}
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Moroz, Ilya A., et al. “Regio- and Diastereoselective [4+2]-Cycloaddition of 4,5-Diaroyl-1H-pyrrole-2,3-diones and Cyclopentadiene.” Russian Journal of Organic Chemistry, vol. 58, no. 3, Mar. 2022, pp. 282-286. https://link.springer.com/10.1134/S1070428022030046.