Aldonitrones as Aldehyde Equivalents: An Efficient,Green, and Novel Protocol for the Synthesis of 1,8-Dioxo-octahydroxanthenes |
| |
Authors: | Dhruva Kumar Suresh |
| |
Institution: | Department of Chemistry , Punjabi University , Patiala , Punjab , India |
| |
Abstract: | A novel, self-catalyzed, solvent-free, microwave-enhanced, green, and efficient protocol for the synthesis of 1,8-dioxo-octahydroxanthenes and bis-5,5-dimethyl-1,3-cyclohexanediones by condensing aldo-nitrones (imine oxide) and dimedone (5,5-dimethyl-1,3-cyclohexanedione) under microwave irradiation is disclosed. Product formation (viz. xanthenes and bis-5,5-dimethyl-1,3-cyclohexanediones) is dependent on reaction conditions. The entire process is green and sustainable in terms of solvents, chemicals, reaction procedure, and yields. A plausible reaction mechanism of this reaction is also proposed. Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for full experimental and spectral details. |
| |
Keywords: | Bis-5 5-dimethyl-1 3-cyclohexanediones dimedone (5 5-dimethyl-1 3-cyclohexanedione) 1 8-dioxo-octahydroxanthenes microwave irradiation (MWI) nitrones solvent-free |
|
|