Solaiselvi, Rajarethinam ; Mandal, Asit Baran ; Shanmugam, Ponnusamy (2012) Nucleophilic substitution reaction of Morita-Baylis-Hillman adducts of isatin with X, S, N, and O-nucleophiles: a facile and efficient synthesis of highly functionalized tetrasubstituted alkene appended oxindoles Tetrahedron Letters, 53 (1). pp. 90-94. 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.2011.11.006
Abstract
The Morita-Baylis-Hillman adducts derived from isatins and maleimides have undergone a facile and efficient allylic nucleophilic substitution reaction with X, S, N, and O-nucleophiles to afford functionalized tetrasubstituted alkene appended oxindoles in very good yield. The MBH adducts and their acetates on treatment with halides, saturated and unsaturated amines, thiols, and trialkyl orthoformates afforded allyl halide, allyl amine, allyl thio-ether and allyl ether derivatives of oxindole, respectively.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Isatin; Isomerization; Morita-Baylis-Hillman Adduct; Tetrasubstituted Alkene; Nucleophiles; Oxindoles |
| ID Code: | 84390 |
| Deposited On: | 25 Feb 2012 11:45 |
| Last Modified: | 25 Feb 2012 11:45 |
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