Visible Light-Promoted Reaction of N -Allyl-2-arylindoles with Phosphine Oxides Access to Mono/Diphosphonylated Indolo[2,1- a ] Isoquinolines
Abstract
An efficient synthesis of phosphonylated indolo[2,1- a ]isoquinolines has been developed via visible light-promoted reaction of N -allyl-2-arylindoles with diarylphosphine oxides at room temperature. The reaction afforded monophosphonylated indolo[2,1- a ]isoquinolines when indoles had a substituent on the C-3 position. When C-3 unsubstituted N -allyl-2-arylindoles were employed, we obtained diphosphonylated indolo[2,1- a ]isoquinolines exclusively. This reaction features advantages such as broad scope of substituents, mild and green conditions, as well as good yields. Moreover, this approach provides a green and the first light-promoted strategy for the synthesis of phosphonylated indolo[2,1- a ]isoquinolines derivatives.
Fields of Study & Subjects
Radical Photochemical Reactions
Catalytic C–H Functionalization Methods
Synthesis and bioactivity of alkaloids
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 6
- Pages
- 2461–2467
- Publication date
- 30 January 2026
- Language
- EN