Regio- and Stereoselective Construction of 1,3,5-Triaroylcyclohexanes via KO<sup><i>t</i></sup>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 <i>tert</i>-butoxide. The developed protocol allows the construction of various symmetrically substituted cyclohexanes in good to excellent yields. The major product <b>2</b> also can be converted to the product <b>3</b> (all equatorial) conveniently by acid catalysis. This protocol features a good substrate scope and functional group compatibility.
Authors
- Santosh B. Mhaske (ORCID: https://orcid.org/0000-0002-5859-0838)
- Rajesh G. Gonnade (ORCID: https://orcid.org/0000-0002-2841-0197)
- Vinita Yadav (ORCID: https://orcid.org/0000-0001-5500-2239)
- Sachin D. Mahale
Institutions
- National Chemical Laboratory (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-11-13
- DOI
- https://doi.org/10.1021/acs.joc.4c01695
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Council of Scientific and Industrial Research, India
- University Grants Commission
- Science and Engineering Research Board