Study of regioselectivity of intramolecular cyclization of N-(m-R-phenyl)- and N-(α-naphthyl)-2-allyl(methallyl)-6-carboxy-4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-enes
Publication type: Journal Article
Publication date: 2004-12-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
Regioselectivity of the intramolecular electrophilic substitution in a series of N-(m-R-phenyl)- and N-(α-naphthyl)-2-allyl(methallyl)-6-carboxy-4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-enes in reactions with phosphoric acid was studied. The reactions of N-(m-R-phenyl)-substituted derivatives proceed nonregioselectively to form mixtures of 2-R- and 4-R-substituted isoindolo[2,1-a]quinolines, whereas the reactions of N-(α-naphthyl)-substituted derivatives occur regioselectively at the β position of the naphthyl fragment.
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Zubkov F. I. et al. Study of regioselectivity of intramolecular cyclization of N-(m-R-phenyl)- and N-(α-naphthyl)-2-allyl(methallyl)-6-carboxy-4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-enes // Russian Chemical Bulletin. 2004. Vol. 53. No. 12. pp. 2816-2829.
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Zubkov F. I., Boltukhina E. V., Nikitina E., Varlamov A. V. Study of regioselectivity of intramolecular cyclization of N-(m-R-phenyl)- and N-(α-naphthyl)-2-allyl(methallyl)-6-carboxy-4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-enes // Russian Chemical Bulletin. 2004. Vol. 53. No. 12. pp. 2816-2829.
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TY - JOUR
DO - 10.1007/s11172-005-0196-5
UR - http://link.springer.com/10.1007/s11172-005-0196-5
TI - Study of regioselectivity of intramolecular cyclization of N-(m-R-phenyl)- and N-(α-naphthyl)-2-allyl(methallyl)-6-carboxy-4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-enes
T2 - Russian Chemical Bulletin
AU - Zubkov, F I
AU - Boltukhina, E V
AU - Nikitina, E.V
AU - Varlamov, A V
PY - 2004
DA - 2004/12/01
PB - Springer Nature
SP - 2816-2829
IS - 12
VL - 53
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
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@article{2004_Zubkov,
author = {F I Zubkov and E V Boltukhina and E.V Nikitina and A V Varlamov},
title = {Study of regioselectivity of intramolecular cyclization of N-(m-R-phenyl)- and N-(α-naphthyl)-2-allyl(methallyl)-6-carboxy-4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-enes},
journal = {Russian Chemical Bulletin},
year = {2004},
volume = {53},
publisher = {Springer Nature},
month = {dec},
url = {http://link.springer.com/10.1007/s11172-005-0196-5},
number = {12},
pages = {2816--2829},
doi = {10.1007/s11172-005-0196-5}
}
Cite this
MLA
Copy
Zubkov, F. I., et al. “Study of regioselectivity of intramolecular cyclization of N-(m-R-phenyl)- and N-(α-naphthyl)-2-allyl(methallyl)-6-carboxy-4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-enes.” Russian Chemical Bulletin, vol. 53, no. 12, Dec. 2004, pp. 2816-2829. http://link.springer.com/10.1007/s11172-005-0196-5.