Merchant, Jayasukhlal R. ; Fernandes, Neville V. ; Waghulde, Vidyullata C. (1996) Reaction of phenols with cyclic α, β-unsaturated acids: an efficient one-pot synthesis of hexahydroxanthones Proceedings of the Indian Academy of Sciences - Chemical Sciences, 108 (2). pp. 379-398. ISSN 0253-4134
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Official URL: http://www.ias.ac.in/j_archive/chemsci/108/vol108c...
Related URL: http://dx.doi.org/10.1007/BF02871248
Abstract
A number of 1,2,3,4,4a,9a-hexahydro-9H-xanthen-9-ones have been prepared by the reaction of various phenols with 1-cyclohexene-1-carboxylic acids in the presence of polyphosphoric acid (PPA). However the reaction of 2,3-dimethylphenol gave in addition two isomeric 6,7-dimethyl-dodecahydro-indeno (1,2-a)xanthen-8,13-diones. 2,5-Dimethylphenol reacted differently giving the hexahydro-9H-fluoren-9-one instead. Dehydrogenation of the hexahydroxanthones with Pd/C in refluxing diphenyl ether afforded the corresponding xanthones in good yields (80-95%).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Indian Academy of Sciences. |
| Keywords: | Phenols; 1-cyclohexene-1-carboxylic Acid; Polyphosphoric Acid; 1,2,3,4,4a,9a-hexahydro-9H-xanthen-9-ones; 6,7-dimethyl-dodecahydro-indeno (1,2-a)xanthen-8,13-dione; Hexahydro-9H-fluoren-9-one |
| ID Code: | 31718 |
| Deposited On: | 30 Mar 2011 12:14 |
| Last Modified: | 03 Apr 2012 11:44 |
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