Synthesis and properties of stable 1,2,3,4,5,6,7-heptamethoxycarbonylcyclohepta-2,4,6-trien-1-yl potassium and its reactions with electrophilic reagents
Publication type: Journal Article
Publication date: 2008-10-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
A new original one-pot procedure for the synthesis of a heptaester substituted cycloheptatriene from simple starting compounds, alkyl diazoacetate and 2,3-dibromosuccinate in pyridine was discovered. This compound, upon action of base, easily gives rise to the corresponding cycloheptatrienyl anion, which can be isolated as a stable salt. NMR and X-ray data of the compounds obtained are given. Reactions of this anion with electrophiles (methyl iodide, allyl bromide and diazonium salts) were also studied. In the last case, the 3a,7a-dihydroindazole derivatives were obtained as isolated products.
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GOST
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Tomilov Y. V. et al. Synthesis and properties of stable 1,2,3,4,5,6,7-heptamethoxycarbonylcyclohepta-2,4,6-trien-1-yl potassium and its reactions with electrophilic reagents // Tetrahedron. 2008. Vol. 64. No. 44. pp. 10201-10206.
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Tomilov Y. V., Platonov D., Salikov R. F., Okonnishnikova G. P. Synthesis and properties of stable 1,2,3,4,5,6,7-heptamethoxycarbonylcyclohepta-2,4,6-trien-1-yl potassium and its reactions with electrophilic reagents // Tetrahedron. 2008. Vol. 64. No. 44. pp. 10201-10206.
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RIS
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TY - JOUR
DO - 10.1016/j.tet.2008.08.035
UR - https://doi.org/10.1016/j.tet.2008.08.035
TI - Synthesis and properties of stable 1,2,3,4,5,6,7-heptamethoxycarbonylcyclohepta-2,4,6-trien-1-yl potassium and its reactions with electrophilic reagents
T2 - Tetrahedron
AU - Tomilov, Yury V.
AU - Platonov, Dmitry
AU - Salikov, Rinat F
AU - Okonnishnikova, Galina P
PY - 2008
DA - 2008/10/01
PB - Elsevier
SP - 10201-10206
IS - 44
VL - 64
SN - 0040-4020
SN - 1464-5416
ER -
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BibTex (up to 50 authors)
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@article{2008_Tomilov,
author = {Yury V. Tomilov and Dmitry Platonov and Rinat F Salikov and Galina P Okonnishnikova},
title = {Synthesis and properties of stable 1,2,3,4,5,6,7-heptamethoxycarbonylcyclohepta-2,4,6-trien-1-yl potassium and its reactions with electrophilic reagents},
journal = {Tetrahedron},
year = {2008},
volume = {64},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/j.tet.2008.08.035},
number = {44},
pages = {10201--10206},
doi = {10.1016/j.tet.2008.08.035}
}
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MLA
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Tomilov, Yury V., et al. “Synthesis and properties of stable 1,2,3,4,5,6,7-heptamethoxycarbonylcyclohepta-2,4,6-trien-1-yl potassium and its reactions with electrophilic reagents.” Tetrahedron, vol. 64, no. 44, Oct. 2008, pp. 10201-10206. https://doi.org/10.1016/j.tet.2008.08.035.
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