Mandal, Tirtha ; Chakraborti, Gargi ; Dash, Jyotirmayee (2020) Reductive aromatization of oxindoles to 3-substituted indoles Tetrahedron Letters, 61 (28). p. 152109. ISSN 0040-4039
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Official URL: http://doi.org/10.1016/j.tetlet.2020.152109
Related URL: http://dx.doi.org/10.1016/j.tetlet.2020.152109
Abstract
A practical and scalable approach for the synthesis of 3-substituted indoles is delineated via hydride nucleophilic addition to 3-substituted-2-oxindoles. The reaction proceeds through reductive aromatization involving indolinium ion intermediate. A wide range of 3-functionalized indoles have been synthesized. The method is employed for the synthesis of 3,3ʹ-bis-indoles and a dimeric 3-indole derivative. Moreover, this protocol is used to obtain naturally occuring amino acid tryptamine.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier B.V. |
| Keywords: | Bis-indoles; Hydride transfer; Indolinium ion;3-Indole;Oxindole ;Reductive aromatization |
| ID Code: | 126663 |
| Deposited On: | 27 Sep 2022 11:19 |
| Last Modified: | 27 Sep 2022 11:19 |
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