volume 2010 issue 27 pages 5292-5300

Ethyl α‐Nitrocinnamates in the Synthesis of Highly Functionalized Isoxazoles

Kuang-Po Chen
Yu‐Jyun Chen
Che-Ping Chuang
Publication typeJournal Article
Publication date2010-08-03
scimago Q2
wos Q2
SJR0.558
CiteScore4.3
Impact factor2.7
ISSN1434193X, 10990690
Abstract

An effective method for the synthesis of highly functionalized isoxazoles from readily available starting ethyl α‐nitrocinnamates has been developed. Ethyl α‐nitrocinnamates react smoothly with α‐nitro carbonyl compounds to produceisoxazoles in good yields. Michael addition of pyridinium ylides to ethyl α‐nitrocinnamates can also produce these isoxazoles effectively. These pyridinium salts can be generated in situ from the corresponding alkyl bromides. The one‐pot multicomponent process was also developed. Isoxazoles can be produced directly from readily available aromatic aldehydes, ethyl nitroacetate, and pyridinium salts.

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GOST |
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GOST Copy
Chen K., Chen Y., Chuang C. Ethyl α‐Nitrocinnamates in the Synthesis of Highly Functionalized Isoxazoles // European Journal of Organic Chemistry. 2010. Vol. 2010. No. 27. pp. 5292-5300.
GOST all authors (up to 50) Copy
Chen K., Chen Y., Chuang C. Ethyl α‐Nitrocinnamates in the Synthesis of Highly Functionalized Isoxazoles // European Journal of Organic Chemistry. 2010. Vol. 2010. No. 27. pp. 5292-5300.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/ejoc.201000401
UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201000401
TI - Ethyl α‐Nitrocinnamates in the Synthesis of Highly Functionalized Isoxazoles
T2 - European Journal of Organic Chemistry
AU - Chen, Kuang-Po
AU - Chen, Yu‐Jyun
AU - Chuang, Che-Ping
PY - 2010
DA - 2010/08/03
PB - Wiley
SP - 5292-5300
IS - 27
VL - 2010
SN - 1434-193X
SN - 1099-0690
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2010_Chen,
author = {Kuang-Po Chen and Yu‐Jyun Chen and Che-Ping Chuang},
title = {Ethyl α‐Nitrocinnamates in the Synthesis of Highly Functionalized Isoxazoles},
journal = {European Journal of Organic Chemistry},
year = {2010},
volume = {2010},
publisher = {Wiley},
month = {aug},
url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201000401},
number = {27},
pages = {5292--5300},
doi = {10.1002/ejoc.201000401}
}
MLA
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MLA Copy
Chen, Kuang-Po, et al. “Ethyl α‐Nitrocinnamates in the Synthesis of Highly Functionalized Isoxazoles.” European Journal of Organic Chemistry, vol. 2010, no. 27, Aug. 2010, pp. 5292-5300. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201000401.