Literature DB >> 32155078

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

Tao Li1, Kangjiang Liang1, Yang Zhang1, Dongyan Hu1, Zhixian Ma1, Chengfeng Xia1.   

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.

Entities:  

Year:  2020        PMID: 32155078     DOI: 10.1021/acs.orglett.0c00584

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Photoredox-Catalyzed Oxidation of Anions for the Atom-Economical Hydro-, Amido-, and Dialkylation of Alkenes.

Authors:  Katherine C Forbes; Anne Marie Crooke; Yuri Lee; Masamu Kawada; Kian M Shamskhou; Rachel A Zhang; Jeffrey S Cannon
Journal:  J Org Chem       Date:  2022-02-08       Impact factor: 4.354

2.  Fe-Catalyzed dicarbofunctionalization of electron-rich alkenes with Grignard reagents and (fluoro)alkyl halides.

Authors:  Madeline E Rotella; Dinabandhu Sar; Lei Liu; Osvaldo Gutierrez
Journal:  Chem Commun (Camb)       Date:  2021-11-23       Impact factor: 6.222

Review 3.  Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors:  Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

4.  Allylboronic Esters as Acceptors in Radical Addition, Boron 1,2-Migration, and Trapping Cascades.

Authors:  Kalipada Jana; Armido Studer
Journal:  Org Lett       Date:  2022-01-26       Impact factor: 6.005

  4 in total

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