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Superacidic and HUSY-Zeolite Activation of 1,3-Indandione: Reactions with Benzene and Cyclohexane Full article

Journal Tetrahedron Letters
ISSN: 0040-4039
Output data Year: 2007, Volume: 48, Number: 32, Pages: 5631-5634 Pages count : 4 DOI: 10.1016/j.tetlet.2007.06.023
Tags SUPERELECTROPHILIC ACTIVATION; CATALYZED REACTIONS; SOLID ACIDS; 1-INDANONES; 1-PHENYL-2-PROPEN-1-ONES; 8-HYDROXYQUINOLINE; CYCLIZATION; CHEMISTRY
Authors Koltunov Konstantin Yu. 1,2
Affiliations
1 Boreskov Institute of Catalysis, Pr. Akademika Lavrentieva, 5, Novosibirsk, 630090, Russia
2 Novosibirsk State University, Pirogova, 2, Novosibirsk, 630090, Russia

Abstract: 1,3-Indandione (1) readily condenses with benzene and undergoes selective ionic hydrogenation with cyclohexane when activated by superacids, such as CF3SO3H, AlCl3 and AlBr3 to give 3,3-diphenyl-1-indanone (4) and 1-indanone (7), respectively. Combination of these reactions in ‘one-pot’ yields 3-phenyl-1-indanone (5). In addition, similar reactions have been carried out using the regenerable solid acid, HUSY-zeolite, providing an effective excess of acidic sites. The mechanism of these reactions, with potential involvement of superelectrophilic dicationic intermediates, is discussed.
Cite: Koltunov K.Y.
Superacidic and HUSY-Zeolite Activation of 1,3-Indandione: Reactions with Benzene and Cyclohexane
Tetrahedron Letters. 2007. V.48. N32. P.5631-5634. DOI: 10.1016/j.tetlet.2007.06.023 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Apr 25, 2007
Accepted: Jun 7, 2007
Published online: Jun 9, 2007
Published print: Aug 6, 2007
Identifiers:
Web of science: WOS:000248427100012
Scopus: 2-s2.0-34447312872
Elibrary: 13535288
Chemical Abstracts: 2007:776594
Chemical Abstracts (print): 147:365051
OpenAlex: W2037207960
Citing:
DB Citing
Web of science 7
Scopus 7
Elibrary 7
OpenAlex 6
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