Visible-Light-Induced Radical Cascade [4 + 2]/[4 + 2] Cycloaddition of Underexplored N -Acryloyl Indoles To Access Dihydropyrido[1,2- a ]-indolones
Year: 2026
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide We report a visible-light-mediated radical cascade [4 + 2]/[4 + 2] cycloaddition of simple N -acryloyl indoles and N -hydroxyphthalimide esters, which provides a streamlined route to structurally complex dihydropyrido[1,2- a ]-indolones. The reaction features a sequence of four consecutive radical additions involving two N -acryloyl indole molecules, which forges four new C–C bonds and induces dearomatization of one indole ring. The proposed mechanism is supported by observations of [4 + 2] cycloaddition byproducts and additional control experiments. The synthetic utility of this method is demonstrated by the scale-up reaction and downstream derivatizations.
Source: Organic Letters
Institution: University of North Florida
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Funder: University of North Florida
OpenAlex ID: W7131121108