Visible light-mediated difluoromethylation/cyclization in batch and flow: scalable synthesis of CHF2-containing benzimidazo- and indolo[2,1-a]isoquinolin-6(5H)-ones

Journal
Chemical Communications
ISSN
13597345
Date Issued
2024
Author(s)
Al Hannam
Phinyada Kankraisri
Karan R. Thombare
Prahallad Meher
Alexandre Jean
Stephen T. Hilton
Stellios Arseniyadis
DOI
10.1039/d4cc02557a
Abstract
We report here a practical and cost-effective method for the synthesis of CHF2-containing benzimidazo- and indolo[2,1,a]-isoquinolin-6(5H)-ones through a visible light-mediated difluoromethylation/cyclization cascade. The method, which affords functionalized multifused N-heterocyclic scaffolds in moderate to high yields under mild reaction conditions, is also easily scalable using low-cost 3D printed photoflow reactors.
Subjects