Royal Society of Chemistry (RSC)
Chemical Communications
,  том 57 ,  издание 29 ,  страницы 3599-3602

A silver-catalyzed domino inverse electron-demand oxo-Diels–Alder reaction of 3-cyclopropylideneprop-2-en-1-ones with 2,3-dioxopyrrolidines via cyclobutane-fused furan

Тип публикации: Journal Article
Дата публикации: 2021-03-08
Royal Society of Chemistry (RSC)
scimago Q1
wos Q2
БС1
SJR: 1.037
CiteScore: 7.4
Impact factor: 4.2
ISSN: 13597345, 1364548X
Materials Chemistry
Metals and Alloys
Surfaces, Coatings and Films
General Chemistry
Ceramics and Composites
Electronic, Optical and Magnetic Materials
Catalysis
Краткое описание
A silver-catalyzed diastereoselective one-pot domino cyclization-migration/inverse electron-demand oxo-Diels–Alder reaction has been disclosed in this communication through the in situ generated cyclobutane-fused furan intermediate with 4-vinyl-2,3-dioxopyrrolidine for the construction of 2-oxopyrrolidine-fused tricyclic compounds in moderate to good yields with a broad substrate scope under mild conditions. This new synthetic protocol features good efficiency and atom- and step-economy. A plausible reaction mechanism has also been proposed on the basis of previous reports, NMR tracing and control experiments.
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Zhang Y. et al. A silver-catalyzed domino inverse electron-demand oxo-Diels–Alder reaction of 3-cyclopropylideneprop-2-en-1-ones with 2,3-dioxopyrrolidines via cyclobutane-fused furan // Chemical Communications. 2021. Vol. 57. No. 29. pp. 3599-3602.
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Zhang Y., Wei Yin 尹., Yin W., Shi M. A silver-catalyzed domino inverse electron-demand oxo-Diels–Alder reaction of 3-cyclopropylideneprop-2-en-1-ones with 2,3-dioxopyrrolidines via cyclobutane-fused furan // Chemical Communications. 2021. Vol. 57. No. 29. pp. 3599-3602.
RIS |
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TY - JOUR
DO - 10.1039/d1cc00707f
UR - https://xlink.rsc.org/?DOI=D1CC00707F
TI - A silver-catalyzed domino inverse electron-demand oxo-Diels–Alder reaction of 3-cyclopropylideneprop-2-en-1-ones with 2,3-dioxopyrrolidines via cyclobutane-fused furan
T2 - Chemical Communications
AU - Zhang, Yanshun
AU - Wei Yin, 尹维
AU - Yin, Wei
AU - Shi, Min
PY - 2021
DA - 2021/03/08
PB - Royal Society of Chemistry (RSC)
SP - 3599-3602
IS - 29
VL - 57
PMID - 33710234
SN - 1359-7345
SN - 1364-548X
ER -
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@article{2021_Zhang,
author = {Yanshun Zhang and 尹维 Wei Yin and Wei Yin and Min Shi},
title = {A silver-catalyzed domino inverse electron-demand oxo-Diels–Alder reaction of 3-cyclopropylideneprop-2-en-1-ones with 2,3-dioxopyrrolidines via cyclobutane-fused furan},
journal = {Chemical Communications},
year = {2021},
volume = {57},
publisher = {Royal Society of Chemistry (RSC)},
month = {mar},
url = {https://xlink.rsc.org/?DOI=D1CC00707F},
number = {29},
pages = {3599--3602},
doi = {10.1039/d1cc00707f}
}
MLA
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Zhang, Yanshun, et al. “A silver-catalyzed domino inverse electron-demand oxo-Diels–Alder reaction of 3-cyclopropylideneprop-2-en-1-ones with 2,3-dioxopyrrolidines via cyclobutane-fused furan.” Chemical Communications, vol. 57, no. 29, Mar. 2021, pp. 3599-3602. https://xlink.rsc.org/?DOI=D1CC00707F.