Open Access
New 7-phosphanorbornenes derived from 2-methyl-1-phenyl- and 1-cyclohexyl-3- methyl-2,5-dihydro-1H-phosphole 1-oxides
2
Gedeon Richter Ltd., 1475 Budapest, Hungary
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3
Hungarian Academy of Sciences Chemical Research Center H‐1525 Budapest Hungary
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Publication type: Journal Article
Publication date: 2005-07-15
scimago Q4
wos Q3
SJR: 0.146
CiteScore: 2.3
Impact factor: 1.4
ISSN: 10427163, 10981071
DOI:
10.1002/hc.20097
General Chemistry
Abstract
Novel 7-phosphanorbornene derivatives, such as 4, 5, 10, and 11 were synthesized utilizing 1-phenyl-2-methyl-2,5-dihydro-1H-phosphole oxide (1) and 1-cyclohexyl-3-methyl-2,5-dihydro-1H-phosphole oxide (7) as the starting materials. Products 4 and 10 were prepared by trapping the corresponding phosphole oxide intermediates (3 and 9, respectively) by N-phenylmaleimide, while 5 and 11 were obtained by the dimerization of 3 and 9, respectively. The trapping reaction was studied in details; on one hand, bromo-2,3-dihydro-1H-phosphole oxides (6-1 and 6-2) were pointed out as the intermediates, on the other hand, the trapping reaction was optimized. Bri- dged P-heterocycles 4, 5, 10, and 11 were tested in the fragmentation-related phosphorylation of methanol. Hydrogenation of phosphanorbornenes 4 and 5 led to the corresponding phosphanorbornanes (12 and 14, respectively) and to a reductive type of retro cycloaddition. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:320–326, 2005; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20097
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Kovács J. et al. New 7-phosphanorbornenes derived from 2-methyl-1-phenyl- and 1-cyclohexyl-3- methyl-2,5-dihydro-1H-phosphole 1-oxides // Heteroatom Chemistry. 2005. Vol. 16. No. 5. pp. 320-326.
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Kovács J., Szabó N. B., Nagy Z. L., Ludányi K., Keglevich G. New 7-phosphanorbornenes derived from 2-methyl-1-phenyl- and 1-cyclohexyl-3- methyl-2,5-dihydro-1H-phosphole 1-oxides // Heteroatom Chemistry. 2005. Vol. 16. No. 5. pp. 320-326.
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TY - JOUR
DO - 10.1002/hc.20097
UR - https://doi.org/10.1002/hc.20097
TI - New 7-phosphanorbornenes derived from 2-methyl-1-phenyl- and 1-cyclohexyl-3- methyl-2,5-dihydro-1H-phosphole 1-oxides
T2 - Heteroatom Chemistry
AU - Kovács, János
AU - Szabó, Nóra Balázsdi
AU - Nagy, Zoltán Lóránt
AU - Ludányi, Krisztina
AU - Keglevich, György
PY - 2005
DA - 2005/07/15
PB - Wiley
SP - 320-326
IS - 5
VL - 16
SN - 1042-7163
SN - 1098-1071
ER -
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BibTex (up to 50 authors)
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@article{2005_Kovács,
author = {János Kovács and Nóra Balázsdi Szabó and Zoltán Lóránt Nagy and Krisztina Ludányi and György Keglevich},
title = {New 7-phosphanorbornenes derived from 2-methyl-1-phenyl- and 1-cyclohexyl-3- methyl-2,5-dihydro-1H-phosphole 1-oxides},
journal = {Heteroatom Chemistry},
year = {2005},
volume = {16},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/hc.20097},
number = {5},
pages = {320--326},
doi = {10.1002/hc.20097}
}
Cite this
MLA
Copy
Kovács, János, et al. “New 7-phosphanorbornenes derived from 2-methyl-1-phenyl- and 1-cyclohexyl-3- methyl-2,5-dihydro-1H-phosphole 1-oxides.” Heteroatom Chemistry, vol. 16, no. 5, Jul. 2005, pp. 320-326. https://doi.org/10.1002/hc.20097.