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Condensation of Naphthalenediols with Benzene in the Presence of Aluminum Bromide: An Efficient Synthesis of 5-, 6-, and 7-Hydroxy-4-phenyl-1- and 2-Tetralones Full article

Journal Tetrahedron Letters
ISSN: 0040-4039
Output data Year: 2008, Volume: 49, Number: 24, Pages: 3891-3894 Pages count : 4 DOI: 10.1016/j.tetlet.2008.04.062, 10.1002/chin.200836093
Tags CYCLOHEXANE; ACTIVATION; ZEOLITES; ACIDS
Authors Koltunov Konstantin Yu. 1,2
Affiliations
1 Boreskov Institute of Catalysis, Pr. Akademika Lavrentieva, Novosibirsk, 630090, Russian Federation
2 Novosibirsk State University

Abstract: Isomeric 1,5-, 1,6-, 1,7-, 2,6-, and 2,7-naphthalenediols react smoothly with benzene at room temperature in the presence of an excess of aluminum bromide to give 5-, 6-, and 7-hydroxy-4-phenyl-1-tetralones and 5- and 6-hydroxy-4-phenyl-2-tetralones, respectively. The mechanism of these reactions is interpreted in terms of key di- or tri-cationic (superelectrophilic) intermediates.
Cite: Koltunov K.Y.
Condensation of Naphthalenediols with Benzene in the Presence of Aluminum Bromide: An Efficient Synthesis of 5-, 6-, and 7-Hydroxy-4-phenyl-1- and 2-Tetralones
Tetrahedron Letters. 2008. V.49. N24. P.3891-3894. DOI: 10.1016/j.tetlet.2008.04.062, 10.1002/chin.200836093 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Feb 19, 2008
Accepted: Apr 9, 2008
Published online: Apr 12, 2008
Published print: Jun 9, 2008
Identifiers:
Web of science: WOS:000256500500014
Scopus: 2-s2.0-43149084786
Elibrary: 13590954
Chemical Abstracts: 2008:581146
Chemical Abstracts (print): 149:176000
OpenAlex: W2952255091
Citing:
DB Citing
Web of science 13
Scopus 15
Elibrary 16
OpenAlex 21
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