Acylmethylidenepyrrolo[1,2-c]oxazoles via [3+2]-Cyclization of 2-Acylethynylpyrroles with Carbonyl Compounds
Publication type: Journal Article
Publication date: 2023-08-31
scimago Q2
wos Q3
SJR: 0.493
CiteScore: 5.0
Impact factor: 2.5
ISSN: 11440546, 13699261
Materials Chemistry
General Chemistry
Catalysis
Abstract
Acylethynylpyrroles, readily available from acylbromoacetylenes and pyrroles, smoothly undergo [3+2]-cyclization with ketones and aldehydes (room temperature) to give acylmethylidenepyrrolo[1,2-c]oxazoles. The reaction protocol meets the principles of the PASE (pot, atom, and step economy) paradigm to afford various pyrrolo[1,2-c]oxazoles, including spirocyclic ones, in up to 82% yield.
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Tomilin D. N. et al. Acylmethylidenepyrrolo[1,2-c]oxazoles via [3+2]-Cyclization of 2-Acylethynylpyrroles with Carbonyl Compounds // New Journal of Chemistry. 2023. Vol. 47. No. 38. pp. 17810-17816.
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Tomilin D. N., Stepanova S. A., Sobenina L. N., Ushakov I. A., Trofimov B. A. Acylmethylidenepyrrolo[1,2-c]oxazoles via [3+2]-Cyclization of 2-Acylethynylpyrroles with Carbonyl Compounds // New Journal of Chemistry. 2023. Vol. 47. No. 38. pp. 17810-17816.
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TY - JOUR
DO - 10.1039/d3nj03142j
UR - https://xlink.rsc.org/?DOI=D3NJ03142J
TI - Acylmethylidenepyrrolo[1,2-c]oxazoles via [3+2]-Cyclization of 2-Acylethynylpyrroles with Carbonyl Compounds
T2 - New Journal of Chemistry
AU - Tomilin, Denis N.
AU - Stepanova, Sophia A.
AU - Sobenina, Lyubov N.
AU - Ushakov, Igor A.
AU - Trofimov, B. A.
PY - 2023
DA - 2023/08/31
PB - Royal Society of Chemistry (RSC)
SP - 17810-17816
IS - 38
VL - 47
SN - 1144-0546
SN - 1369-9261
ER -
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@article{2023_Tomilin,
author = {Denis N. Tomilin and Sophia A. Stepanova and Lyubov N. Sobenina and Igor A. Ushakov and B. A. Trofimov},
title = {Acylmethylidenepyrrolo[1,2-c]oxazoles via [3+2]-Cyclization of 2-Acylethynylpyrroles with Carbonyl Compounds},
journal = {New Journal of Chemistry},
year = {2023},
volume = {47},
publisher = {Royal Society of Chemistry (RSC)},
month = {aug},
url = {https://xlink.rsc.org/?DOI=D3NJ03142J},
number = {38},
pages = {17810--17816},
doi = {10.1039/d3nj03142j}
}
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Tomilin, Denis N., et al. “Acylmethylidenepyrrolo[1,2-c]oxazoles via [3+2]-Cyclization of 2-Acylethynylpyrroles with Carbonyl Compounds.” New Journal of Chemistry, vol. 47, no. 38, Aug. 2023, pp. 17810-17816. https://xlink.rsc.org/?DOI=D3NJ03142J.
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