Regio- and Stereoselective Construction of 1,3,5-Triaroylcyclohexanes via KO t Bu-Mediated Cyclotrimerization of Aryl Vinyl Ketones

Herein, we disclose a simple one-pot method for an efficient regio- and stereoselective synthesis of 1,3,5-triaroylcyclohexanes from aryl vinyl ketones using potassium tert-butoxide. The developed protocol allows the construction of various symmetrically substituted cyclohexanes in good to excellent...

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Veröffentlicht in:Journal of organic chemistry 2024-12, Vol.89 (23), p.17207-17212
Hauptverfasser: Mahale, Sachin D., Yadav, Vinita, Gonnade, Rajesh G., Mhaske, Santosh B.
Format: Artikel
Sprache:eng
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Zusammenfassung:Herein, we disclose a simple one-pot method for an efficient regio- and stereoselective synthesis of 1,3,5-triaroylcyclohexanes from aryl vinyl ketones using potassium tert-butoxide. The developed protocol allows the construction of various symmetrically substituted cyclohexanes in good to excellent yields. The major product 2 also can be converted to the product 3 (all equatorial) conveniently by acid catalysis. This protocol features a good substrate scope and functional group compatibility.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.4c01695