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Visible-Light Excitation of Quinolinone-Containing Substrates Enables Divergent Radical Cyclizations.
Kim, Kiho; Choi, Hangyeol; Kang, Dahye; Hong, Sungwoo.
Affiliation
  • Kim K; Center for Catalytic Hydrocarbon Functionalizations , Institute for Basic Science (IBS) , Daejeon 34141 , Korea.
  • Choi H; Department of Chemistry , Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141 , Korea.
  • Kang D; Center for Catalytic Hydrocarbon Functionalizations , Institute for Basic Science (IBS) , Daejeon 34141 , Korea.
  • Hong S; Department of Chemistry , Korea Advanced Institute of Science and Technology (KAIST) , Daejeon 34141 , Korea.
Org Lett ; 21(9): 3417-3421, 2019 05 03.
Article in En | MEDLINE | ID: mdl-31008610
Reported herein is the photochemical activity of quinolinone-containing substrates that directly reach an excited state upon light absorption to trigger radical-based bond-forming processes. The presented transformations allow divergent construction of valuable dihydro- or tetrahydrophenanthridin-6(5 H)-ones through the generation of S- or P-centered radicals, subsequent radical addition, cyclization, and a hydrogen atom transfer/electron transfer sequence. This strategy demonstrates the potential generality of quinolinone-tethered substrates to directly participate in the photoexcitation for the development of useful synthetic methods.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2019 Type: Article

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2019 Type: Article