Mandal, Tirtha ; Chakraborti, Gargi ; Maiti, Subhadip ; Dash, Jyotirmayee (2019) Domino Grignard Addition and Oxidation for the One-Pot Synthesis of C2-Quaternary 2-Hydroxyindoxyls Organic Letters, 21 (19). pp. 8044-8048. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.9b03022
Related URL: http://dx.doi.org/10.1021/acs.orglett.9b03022
Abstract
We herein delineate an unexplored reactivity of 3-hydroxyoxindoles toward Grignard addition enabling a rapid access to a broad range of unnatural C2-quaternary 2-hydroxyindoxyls in high yields. The reaction proceeds via a mechanistically intriguing one-pot 1,2-hydride shift followed by autoxidation pathway. The utility of this method is demonstrated by the synthesis of a new class of bis-indoxyl spirofuran derivatives.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to ResearchGate GmbH. |
| ID Code: | 126657 |
| Deposited On: | 17 Oct 2022 05:43 |
| Last Modified: | 17 Oct 2022 05:43 |
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