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

Organic Letters
Tao LiChengfeng Xia

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.

References

Feb 1, 1996·Chemical Reviews·Barry B. Snider
Jan 21, 2004·Accounts of Chemical Research·Vijay NairJessy Mathew
Mar 5, 2004·Journal of the American Chemical Society·Jason D SlinkerGeorge G Malliaras
Feb 17, 2009·Chemistry : a European Journal·Edouard Godineau, Yannick Landais
Oct 23, 2009·Chemical Society Reviews·Gerhard Hilt, Damian F Weske
Jun 10, 2010·Chemical Society Reviews·Jagan M R Narayanam, Corey R J Stephenson
Mar 9, 2011·Journal of the American Chemical Society·John D NguyenCorey R J Stephenson
Apr 11, 2012·Journal of the American Chemical Society·Carl-Johan WallentinCorey R J Stephenson
Mar 21, 2013·Chemical Reviews·Christopher K PrierDavid W C MacMillan
Feb 16, 2016·Chemical Reviews·Maan HayyanInas M AlNashef
Aug 4, 2016·Angewandte Chemie·Silvia GarbarinoAndrea Basso
Jun 24, 2017·Chemical Reviews·Hong YiAiwen Lei
Mar 20, 2019·Angewandte Chemie·Rupert S J Proctor, Robert J Phipps
Jul 6, 2019·ACS Catalysis·J Quentin BuquoiDavid A Nagib
Nov 12, 2019·Journal of the American Chemical Society·Jolene P ReidRobert J Phipps
Dec 6, 2019·The Journal of Organic Chemistry·Zhiqiang DengGong Chen
Jan 9, 2020·Angewandte Chemie·Jamie A LeitchDarren J Dixon

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