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 |
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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 | ||||
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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
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 |