Journal of Organic Chemistry, volume 73, issue 20, pages 8089-8092

Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans

Publication typeJournal Article
Publication date2008-09-18
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Abstract
A convenient and efficient synthesis of substituted dihydrofurans is developed via ring-enlargement of 1-dimethylaminopropenoyl-1-carbamoyl/benzoyl cyclopropanes catalyzed by ammonium acetate in acetic acid with high regio- and stereoselectivity. Some of the newly synthesized substituted dihydrofurans are subjected to further synthetic transformation in the presence of NaOH (aq) in ethanol to afford the corresponding 5-aryl-2,3-dihydrofuro[3,2-c]pyridin-4(5H)-ones in high yields.

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GOST |
Cite this
GOST Copy
Zhang R. et al. Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans // Journal of Organic Chemistry. 2008. Vol. 73. No. 20. pp. 8089-8092.
GOST all authors (up to 50) Copy
Zhang R., Liang Y., Zhou G., Wang K., Dong D. Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans // Journal of Organic Chemistry. 2008. Vol. 73. No. 20. pp. 8089-8092.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/jo801289p
UR - https://doi.org/10.1021/jo801289p
TI - Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans
T2 - Journal of Organic Chemistry
AU - Liang, Yongjiu
AU - Dong, Dewen
AU - Zhang, Rui
AU - Zhou, Guang-Yuan
AU - Wang, Kewei
PY - 2008
DA - 2008/09/18 00:00:00
PB - American Chemical Society (ACS)
SP - 8089-8092
IS - 20
VL - 73
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex Copy
@article{2008_Zhang,
author = {Yongjiu Liang and Dewen Dong and Rui Zhang and Guang-Yuan Zhou and Kewei Wang},
title = {Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans},
journal = {Journal of Organic Chemistry},
year = {2008},
volume = {73},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/jo801289p},
number = {20},
pages = {8089--8092},
doi = {10.1021/jo801289p}
}
MLA
Cite this
MLA Copy
Zhang, Rui, et al. “Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans.” Journal of Organic Chemistry, vol. 73, no. 20, Sep. 2008, pp. 8089-8092. https://doi.org/10.1021/jo801289p.
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