Reactions of 2,3-naphthalenediol with cyclohexane in the presence of aluminum halides
Publication type: Journal Article
Publication date: 2015-04-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
2,3-Naphthalenediol ( 7 ) undergoes selective ionic hydrogenation with cyclohexane in the presence of excess AlCl 3 or AlBr 3 to afford 5,6,7,8-tetrahydro-2,3-naphthalenediol ( 8 ). Compound 8 can be further converted into 5,6,7,8-tetrahydro-1,2-naphthalenediol ( 9 ) and pyrocatechol ( 10 ). The discovered reactions represent new and efficient synthetic approaches to produce difficult to obtain derivatives of 7 . The mechanistic aspects of the reactions, and the potential involvement of superelectrophilic dicationic intermediates, are discussed.
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Zhu Z. et al. Reactions of 2,3-naphthalenediol with cyclohexane in the presence of aluminum halides // Tetrahedron Letters. 2015. Vol. 56. No. 17. pp. 2254-2257.
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Zhu Z., Ostashevskaya L. A., Koltunov K. Y. Reactions of 2,3-naphthalenediol with cyclohexane in the presence of aluminum halides // Tetrahedron Letters. 2015. Vol. 56. No. 17. pp. 2254-2257.
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TY - JOUR
DO - 10.1016/j.tetlet.2015.03.059
UR - https://doi.org/10.1016/j.tetlet.2015.03.059
TI - Reactions of 2,3-naphthalenediol with cyclohexane in the presence of aluminum halides
T2 - Tetrahedron Letters
AU - Zhu, Zhongwei
AU - Ostashevskaya, Ludmila A
AU - Koltunov, Konstantin Yuryevich
PY - 2015
DA - 2015/04/01
PB - Elsevier
SP - 2254-2257
IS - 17
VL - 56
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2015_Zhu,
author = {Zhongwei Zhu and Ludmila A Ostashevskaya and Konstantin Yuryevich Koltunov},
title = {Reactions of 2,3-naphthalenediol with cyclohexane in the presence of aluminum halides},
journal = {Tetrahedron Letters},
year = {2015},
volume = {56},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/j.tetlet.2015.03.059},
number = {17},
pages = {2254--2257},
doi = {10.1016/j.tetlet.2015.03.059}
}
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MLA
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Zhu, Zhongwei, et al. “Reactions of 2,3-naphthalenediol with cyclohexane in the presence of aluminum halides.” Tetrahedron Letters, vol. 56, no. 17, Apr. 2015, pp. 2254-2257. https://doi.org/10.1016/j.tetlet.2015.03.059.