| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5221997 | Tetrahedron | 2009 | 7 Pages |
Abstract
This report describes the scope and mechanism of the solvent-dependent, chemoselective oxidative coupling of 1-aryl-1,3-dicarbonyls with styrene using Ce(IV) reagents. Dihydrofuran derivatives are obtained when reactions are performed in methanol whereas α-tetralones can be selectively synthesized in acetonitrile and methylene chloride. Mechanistic studies are consistent with the rate of solvent-assisted deprotonation of a radical cation intermediate playing an integral role in the selective formation of products.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Brian M. Casey, Cynthia A. Eakin, Jingliang Jiao, Dhandapani V. Sadasivam, Robert A. II,