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![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Visible-Light-Mediated Cyclization of Enynes toward Medium-Sized Carbocycles with Copper Catalyst
Hikaru Takahashi1, Kyoka Maeda2, Ayu Yokoyama2
1Graduate School or Pharmaceutical Sciences, Kobe Gakuin University, 1-1-3 minatojima, Chuo-ku, Kobe, Hyogo 650-8586, Japan.
None:
The development of efficient methods for the construction of medium-sized carbocycles is extremely important in organic synthesis since many pharmaceutical agents contain these frameworks. Herein, we report an efficient strategy for the synthesis of seven- and eight-membered carbocycles via the intramolecular radical cyclization of 1,8- and 1,9-enynes. The reaction is proposed to proceed through a short-lived excited species derived from a copper acetylide complex, which engages the tethered π-system to generate a reactive intermediate capable of cyclization. The synthetic utility of this method is demonstrated through derivatizations leading to structurally diverse polycyclic compounds. This transformation offers a pratical approach to access strained medium-ring system under mild, visible-light-mediated conditions.
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