Basavaiah, Deevi ; Roy, Suparna ; Das, Utpal (2010) Toward understanding the scope of Baylis-Hillman reaction: synthesis of 3-(2- hydroxyphenyl)indolin-2-ones and polycyclic fused furans Tetrahedron, 66 (30). pp. 5612-5622. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/j.tet.2010.05.087
Abstract
A facile one-pot synthesis of 3-(2-hydroxyphenyl)indolin-2-ones has been developed via the TiCl4-mediated Baylis-Hillman (B-H) reaction of N-substituted isatins and cyclohex-2-enone, followed by treatment of the in situ generated B-H alcohols with aq HBr. Baylis-Hillman reaction of aromatic cyclic 1,2-diones with cycloalk-2-enones under the influence of TiCl4 has been successfully performed and the resulting Baylis-Hillman adducts have been conveniently transformed into pentacyclic and hexacyclic fused furan derivatives.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Baylis-Hillman Reaction; 3-(2-Hydroxyphenyl)indolin-2-ones; Polycyclic Fused Furans; Cyclic 1,2-diones; Cycloalk-2-enones |
| ID Code: | 3954 |
| Deposited On: | 13 Oct 2010 07:10 |
| Last Modified: | 17 Jan 2011 04:04 |
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