Three-Component Minisci Reaction with 1,3-Dicarbonyl Compounds Induced by Visible Light.

Three-Component Minisci Reaction with 1,3-Dicarbonyl Compounds Induced by Visible Light. A three-component Minisci reaction coupling of 1,3-dicarbonyl compounds with vinyl ethers and quinolines or isoquinolines under visible light is developed. The 1,3-dicarbonyl compound undergoes single-electron oxidation to afford an electrophilic 1,3-dicarbonyl radical under visible light irradiation. Due to the polarity of the free radical, the electrophilic radical adds to the electron-rich olefin to afford the nucleophilic radical. It coupled with the heteroarene to afford the three-component coupling products. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Organic letters Pubmed

Three-Component Minisci Reaction with 1,3-Dicarbonyl Compounds Induced by Visible Light.

Organic letters, Volume 22 (6): 5 – Mar 20, 2020
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Three-Component Minisci Reaction with 1,3-Dicarbonyl Compounds Induced by Visible Light.

Organic letters, Volume 22 (6): 5 – Mar 20, 2020

Abstract

A three-component Minisci reaction coupling of 1,3-dicarbonyl compounds with vinyl ethers and quinolines or isoquinolines under visible light is developed. The 1,3-dicarbonyl compound undergoes single-electron oxidation to afford an electrophilic 1,3-dicarbonyl radical under visible light irradiation. Due to the polarity of the free radical, the electrophilic radical adds to the electron-rich olefin to afford the nucleophilic radical. It coupled with the heteroarene to afford the three-component coupling products.
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DOI
10.1021/acs.orglett.0c00584
pmid
32155078

Abstract

A three-component Minisci reaction coupling of 1,3-dicarbonyl compounds with vinyl ethers and quinolines or isoquinolines under visible light is developed. The 1,3-dicarbonyl compound undergoes single-electron oxidation to afford an electrophilic 1,3-dicarbonyl radical under visible light irradiation. Due to the polarity of the free radical, the electrophilic radical adds to the electron-rich olefin to afford the nucleophilic radical. It coupled with the heteroarene to afford the three-component coupling products.

Journal

Organic lettersPubmed

Published: Mar 20, 2020

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