Work

Synthesis of Indoloazepinone Scaffolds Using Sequential Photochemical and Photocatalytic Reactions

Year: 2025

Type: article

Abstract: Indoloazepinone scaffolds show promise as anticancer compounds; however, current methods for their synthesis rely on azepinone ring formation from prefunctionalized indoles. Herein, we report an alternative strategy for the rapid synthesis of indoloazepinones from dichloromaleimides and anilines using sequential photoinduced reactions, including a photochemical [5 + 2] cycloaddition and a photoredox-catalyzed dechlorinative indole formation. Construction of the indole core late in the synthesis allowed straightforward diversification of the benzenoid ring with a variety of functional groups.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c02977

Authors: Kate A. Ellis-Sawyer, Tomos Alderman, Kevin I. Booker-Milburn, Varinder K. Aggarwal, Adam Noble

Institution: University of Bristol

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: University of Bristol, Engineering and Physical Sciences Research Council