Intramolecular cycloaddition of geminal dichloroazomethine ylides to multiple carbon-carbon bonds
Publication type: Journal Article
Publication date: 2005-04-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
Geminal dichloroazomethine ylides generated by reaction of dichlorocarbene with Schiff bases derived from O-alkenyl- or O-alkynylsalicylaldehyde undergo intramolecular [3 + 2]-cycloaddition with participation of the olefinic or acetylenic dipolarophile to afford chromeno[4,3-b]pyrrole and chromeno[4,3-b]pyridine derivatives. The greatest yields of the intramolecular cycloaddition products were obtained from N-methyl-substituted dichloroazomethine ylides, whereas the main stabilization path of N-phenyl and N-tert-butyl derivatives was cyclization to geminal dichloroaziridines.
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Khlebnikov A. F. et al. Intramolecular cycloaddition of geminal dichloroazomethine ylides to multiple carbon-carbon bonds // Russian Journal of Organic Chemistry. 2005. Vol. 41. No. 4. pp. 560-566.
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Khlebnikov A. F., Voznyi I. V., Novikov M., Kostikov R. R. Intramolecular cycloaddition of geminal dichloroazomethine ylides to multiple carbon-carbon bonds // Russian Journal of Organic Chemistry. 2005. Vol. 41. No. 4. pp. 560-566.
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RIS
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TY - JOUR
DO - 10.1007/s11178-005-0204-0
UR - https://doi.org/10.1007/s11178-005-0204-0
TI - Intramolecular cycloaddition of geminal dichloroazomethine ylides to multiple carbon-carbon bonds
T2 - Russian Journal of Organic Chemistry
AU - Khlebnikov, A F
AU - Voznyi, I V
AU - Novikov, M.S.
AU - Kostikov, R R
PY - 2005
DA - 2005/04/01
PB - Pleiades Publishing
SP - 560-566
IS - 4
VL - 41
SN - 1070-4280
SN - 1608-3393
ER -
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BibTex (up to 50 authors)
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@article{2005_Khlebnikov,
author = {A F Khlebnikov and I V Voznyi and M.S. Novikov and R R Kostikov},
title = {Intramolecular cycloaddition of geminal dichloroazomethine ylides to multiple carbon-carbon bonds},
journal = {Russian Journal of Organic Chemistry},
year = {2005},
volume = {41},
publisher = {Pleiades Publishing},
month = {apr},
url = {https://doi.org/10.1007/s11178-005-0204-0},
number = {4},
pages = {560--566},
doi = {10.1007/s11178-005-0204-0}
}
Cite this
MLA
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Khlebnikov, A. F., et al. “Intramolecular cycloaddition of geminal dichloroazomethine ylides to multiple carbon-carbon bonds.” Russian Journal of Organic Chemistry, vol. 41, no. 4, Apr. 2005, pp. 560-566. https://doi.org/10.1007/s11178-005-0204-0.
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