Noncatalytic Annulation of 4-Hydroxy-4-methylpent-2-ynenitrile to 3,3-Dimethyl-2-phenyl-3H-pyrrole. Stereoselective Synthesis of (Z)-2-(2,2,7,7-Tetramethyl-7a-phenyl-7,7a-dihydropyrrolo- [2,1-b]oxazol-3(2H)-ylidene)acetonitrile
Publication type: Journal Article
Publication date: 2018-12-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
3,3-Dimethyl-2-phenyl-3H-pyrrole reacted with 4-hydroxy-4-methylpent-2-ynenitrile under mild conditions (20–25°C, 5 days) to give (Z)-2-(2,2,7,7-tetramethyl-7a-phenyl-7,7a-dihydropyrrolo[2,1-b]oxazol- 3(2H)-ylidene)acetonitrile in 79% yield with high stereoselectivity.
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Total citations:
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Citations from 2024:
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Oparina L. A. et al. Noncatalytic Annulation of 4-Hydroxy-4-methylpent-2-ynenitrile to 3,3-Dimethyl-2-phenyl-3H-pyrrole. Stereoselective Synthesis of (Z)-2-(2,2,7,7-Tetramethyl-7a-phenyl-7,7a-dihydropyrrolo- [2,1-b]oxazol-3(2H)-ylidene)acetonitrile // Russian Journal of Organic Chemistry. 2018. Vol. 54. No. 12. pp. 1848-1850.
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Oparina L. A., Shabalin D. A., Kolyvanov N. A., Ushakov I. A., Trofimov B. A. Noncatalytic Annulation of 4-Hydroxy-4-methylpent-2-ynenitrile to 3,3-Dimethyl-2-phenyl-3H-pyrrole. Stereoselective Synthesis of (Z)-2-(2,2,7,7-Tetramethyl-7a-phenyl-7,7a-dihydropyrrolo- [2,1-b]oxazol-3(2H)-ylidene)acetonitrile // Russian Journal of Organic Chemistry. 2018. Vol. 54. No. 12. pp. 1848-1850.
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TY - JOUR
DO - 10.1134/s1070428018120217
UR - https://doi.org/10.1134/s1070428018120217
TI - Noncatalytic Annulation of 4-Hydroxy-4-methylpent-2-ynenitrile to 3,3-Dimethyl-2-phenyl-3H-pyrrole. Stereoselective Synthesis of (Z)-2-(2,2,7,7-Tetramethyl-7a-phenyl-7,7a-dihydropyrrolo- [2,1-b]oxazol-3(2H)-ylidene)acetonitrile
T2 - Russian Journal of Organic Chemistry
AU - Oparina, L A
AU - Shabalin, D A
AU - Kolyvanov, N A
AU - Ushakov, I. A.
AU - Trofimov, B. A.
PY - 2018
DA - 2018/12/01
PB - Pleiades Publishing
SP - 1848-1850
IS - 12
VL - 54
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2018_Oparina,
author = {L A Oparina and D A Shabalin and N A Kolyvanov and I. A. Ushakov and B. A. Trofimov},
title = {Noncatalytic Annulation of 4-Hydroxy-4-methylpent-2-ynenitrile to 3,3-Dimethyl-2-phenyl-3H-pyrrole. Stereoselective Synthesis of (Z)-2-(2,2,7,7-Tetramethyl-7a-phenyl-7,7a-dihydropyrrolo- [2,1-b]oxazol-3(2H)-ylidene)acetonitrile},
journal = {Russian Journal of Organic Chemistry},
year = {2018},
volume = {54},
publisher = {Pleiades Publishing},
month = {dec},
url = {https://doi.org/10.1134/s1070428018120217},
number = {12},
pages = {1848--1850},
doi = {10.1134/s1070428018120217}
}
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MLA
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Oparina, L. A., et al. “Noncatalytic Annulation of 4-Hydroxy-4-methylpent-2-ynenitrile to 3,3-Dimethyl-2-phenyl-3H-pyrrole. Stereoselective Synthesis of (Z)-2-(2,2,7,7-Tetramethyl-7a-phenyl-7,7a-dihydropyrrolo- [2,1-b]oxazol-3(2H)-ylidene)acetonitrile.” Russian Journal of Organic Chemistry, vol. 54, no. 12, Dec. 2018, pp. 1848-1850. https://doi.org/10.1134/s1070428018120217.