Merchant, J. R. ; Koshti, N. M. ; Bakre, K. M. (1981) Pechmann reaction of 4-hydroxycoumarins and thiocoumarins with cyclohexanone and ethyl cyclopentanone-2-carboxylates Journal of Heterocyclic Chemistry, 18 (8). pp. 1655-1658. ISSN 0022-152X
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/jhet.55...
Related URL: http://dx.doi.org/10.1002/jhet.5570180837
Abstract
The Pechmann reaction of 4-hydroxycoumarins with cyclohexanone and ethyl cyclopentanone-2-carboxylates affords 1,2,3,4-tetrahydro[2]benzopyrano[4,3-c][1]benzopyran-5,12-diones and cyclopenta[3',4']pyrano-[3,2-c][1]benzopyran-4,11-diones. Dehydrogenation of the former yields [2]benzopyrano[4,3-c][1]benzopyran-5,12-diones. Alkaline hydrolysis of a typical compound Va affords 2-hydroxy-2'-carboxydeoxybenzoin which on boiling with acetic anhydride gives an isocoumarin derivative.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Journal of Heterocyclic Chemistry. |
| ID Code: | 31726 |
| Deposited On: | 30 Mar 2011 12:14 |
| Last Modified: | 11 May 2011 08:28 |
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