Intramolecular hydrogen-bonding-assisted phosphine-catalysed [3 + 2] cyclisation of ynones with o-hydroxy/amino benzaldehydes
Zhi-Xiong Deng
1, 2, 3, 4, 5
,
Zhen Zhen Xie
1
,
Zhen-Zhen Xie
1, 2, 3, 4, 5
,
Yu Zheng
1, 2, 3, 4, 5
,
Jun An Xiao
5, 6, 7, 8, 9
,
Rui-Jia Wang
1, 2, 3, 4, 5
,
Hao Yue Xiang
1, 2, 3, 4, 5
,
Haoyue Xiang,
1, 2, 3, 4, 5, 10, 11
2
College of Chemistry and Chemical Engineering
4
Changsha 410083
|
5
P. R. China
|
7
College of Chemistry and Materials Science
8
GuangXi Teachers Education University
9
Nanning 530001
|
11
Key Laboratory of Hunan Province for Water Environment and Agriculture Product Safety
|
Publication type: Journal Article
Publication date: 2019-01-25
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
30720835
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A new strategy for the synthesis of functionalized tetrahydrofuran derivatives was developed via a phosphine-catalysed [3 + 2] cyclization reaction of aromatic aldehydes with 4-phenylbut-3-yn-2-one. This is the first example of intermolecular cyclization of ynones with benzaldehydes, which essentially benefited from the intramolecular hydrogen bonding. This new protocol features a broad substrate scope, mild reaction conditions, operational simplicity and easy scale-up.
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Deng Z. et al. Intramolecular hydrogen-bonding-assisted phosphine-catalysed [3 + 2] cyclisation of ynones with o-hydroxy/amino benzaldehydes // Organic and Biomolecular Chemistry. 2019. Vol. 17. No. 8. pp. 2187-2191.
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Deng Z., Xie Z. Z., Xie Z., Zheng Yu., Xiao J. A., Wang R., Xiang H. Y., Xiang, H. Intramolecular hydrogen-bonding-assisted phosphine-catalysed [3 + 2] cyclisation of ynones with o-hydroxy/amino benzaldehydes // Organic and Biomolecular Chemistry. 2019. Vol. 17. No. 8. pp. 2187-2191.
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TY - JOUR
DO - 10.1039/c9ob00056a
UR - https://xlink.rsc.org/?DOI=C9OB00056A
TI - Intramolecular hydrogen-bonding-assisted phosphine-catalysed [3 + 2] cyclisation of ynones with o-hydroxy/amino benzaldehydes
T2 - Organic and Biomolecular Chemistry
AU - Deng, Zhi-Xiong
AU - Xie, Zhen Zhen
AU - Xie, Zhen-Zhen
AU - Zheng, Yu
AU - Xiao, Jun An
AU - Wang, Rui-Jia
AU - Xiang, Hao Yue
AU - Xiang,, Haoyue
PY - 2019
DA - 2019/01/25
PB - Royal Society of Chemistry (RSC)
SP - 2187-2191
IS - 8
VL - 17
PMID - 30720835
SN - 1477-0520
SN - 1477-0539
ER -
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BibTex (up to 50 authors)
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@article{2019_Deng,
author = {Zhi-Xiong Deng and Zhen Zhen Xie and Zhen-Zhen Xie and Yu Zheng and Jun An Xiao and Rui-Jia Wang and Hao Yue Xiang and Haoyue Xiang,},
title = {Intramolecular hydrogen-bonding-assisted phosphine-catalysed [3 + 2] cyclisation of ynones with o-hydroxy/amino benzaldehydes},
journal = {Organic and Biomolecular Chemistry},
year = {2019},
volume = {17},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://xlink.rsc.org/?DOI=C9OB00056A},
number = {8},
pages = {2187--2191},
doi = {10.1039/c9ob00056a}
}
Cite this
MLA
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Deng, Zhi-Xiong, et al. “Intramolecular hydrogen-bonding-assisted phosphine-catalysed [3 + 2] cyclisation of ynones with o-hydroxy/amino benzaldehydes.” Organic and Biomolecular Chemistry, vol. 17, no. 8, Jan. 2019, pp. 2187-2191. https://xlink.rsc.org/?DOI=C9OB00056A.