Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF3-Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines
Publication type: Journal Article
Publication date: 2012-09-14
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
22950872
Organic Chemistry
Abstract
An efficient method for the synthesis of novel CF3-substituted tetrahydro-1,7-naphthyridines including cyclic α-amino acid derivatives has been developed. The method is based on unusual cyclobutene ring-opening of bicyclo[4.2.0]octa-1,6-dienes with pyrrolidine to afford the corresponding 1,5-diketones followed by their heterocyclization. A convenient one-pot procedure has been also elaborated starting from readily available trifluoromethylated 1,6-allenynes.
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29
Total citations:
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Citations from 2025:
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(6.9%)
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GOST
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Mailyan A. K. et al. Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF3-Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines // Journal of Organic Chemistry. 2012. Vol. 77. No. 19. pp. 8518-8526.
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Mailyan A. K., Peregudov A. S., Dixneuf P. H., Bruneau C., Osipov S. N. Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF3-Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines // Journal of Organic Chemistry. 2012. Vol. 77. No. 19. pp. 8518-8526.
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RIS
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TY - JOUR
DO - 10.1021/jo301501r
UR - https://doi.org/10.1021/jo301501r
TI - Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF3-Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines
T2 - Journal of Organic Chemistry
AU - Mailyan, Artur K
AU - Peregudov, A. S.
AU - Dixneuf, Pierre H.
AU - Bruneau, Christian
AU - Osipov, Sergey N.
PY - 2012
DA - 2012/09/14
PB - American Chemical Society (ACS)
SP - 8518-8526
IS - 19
VL - 77
PMID - 22950872
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2012_Mailyan,
author = {Artur K Mailyan and A. S. Peregudov and Pierre H. Dixneuf and Christian Bruneau and Sergey N. Osipov},
title = {Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF3-Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines},
journal = {Journal of Organic Chemistry},
year = {2012},
volume = {77},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/jo301501r},
number = {19},
pages = {8518--8526},
doi = {10.1021/jo301501r}
}
Cite this
MLA
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Mailyan, Artur K., et al. “Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF3-Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines.” Journal of Organic Chemistry, vol. 77, no. 19, Sep. 2012, pp. 8518-8526. https://doi.org/10.1021/jo301501r.
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