4.6 Article

Visible light triggered synthesis of spiro[indoline-3,4'-quinoline] via oxidative coupling of indole with enaminone and malononitrile

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JOURNAL OF MOLECULAR STRUCTURE
卷 1274, 期 -, 页码 -

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ELSEVIER
DOI: 10.1016/j.molstruc.2022.134452

关键词

Multicomponent synthesis; Visible-light initiated; Spiro[indoline-3; 4?-quinoline]; Oxidative coupling; Enaminone

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A straightforward and environmentally friendly method using a photocatalyst eosin y and a 22 W LED lamp in ethanol was developed for producing spiro[indoline-3,4'-quinoline]. This method involves the oxidative coupling of indole with enaminone and malononitrile. Key features of this method include metal-free synthesis, low cost, environmental friendliness, non-toxicity, ease of handling, and utilization of renewable energy like visible light. This method demonstrates a wide substrate scope for indole and active methylene compounds, including different enaminones, enabling the production of spiro compounds under benign reaction conditions for the first time.
In the most recent research, a straightforward, effective, and environmentally friendly method for pro-ducing spiro[indoline-3,4'-quinoline] was developed in ethanol using a photocatalyst eosin y and a 22 W LED lamp. This method involves the oxidative coupling of indole with enaminone and malononitrile. This method's key features include the absence of metals, low cost, environmental friendliness, greenness, non-toxicity, ease of handling, and use of renewable energy like visible light. This method exhibits a wide substrate scope for indole and active methylene compounds, including different enaminones. For the first time, spiro compounds were produced using visible light-mediated metal-free multicomponent synthesis under benign reaction conditions.(c) 2022 Elsevier B.V. All rights reserved.

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