Khan, Faiz Ahmed ; Soma, Laxminarayana (2007) Synthesis of tribromobenzofuran and tribromobenzopyran derivatives from methyl 2-allyl-4,5,6-tribromo-3-hydroxybenzoate Tetrahedron Letters, 48 (1). pp. 85-88. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2006.11.005
Abstract
Palladium(II)-catalyzed oxidative cyclization of methyl 2-allyl-4,5,6-tribromo-3-hydroxybenzoate 4 gave a mixture of methyl 5,6,7-tribromo-2-methyl-benzofuran-4-carboxylate 5 and methyl 6,7,8-tribromo-2H-1-benzopyran-5-carboxylate 6; the ratio of the two products varied between 71:29 and 24:76 depending on the reaction conditions. On the other hand, NBS or NIS mediated cyclization of 4 followed by treatment with NaOMe or DBU furnished benzofuran derivative 5 in good overall yield.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 80332 |
| Deposited On: | 31 Jan 2012 14:27 |
| Last Modified: | 31 Jan 2012 14:27 |
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