Visible light-mediated difluoromethylation/cyclization in batch and flow: scalable synthesis of CHF2-containing benzimidazo- and indolo2,1-aisoquinolin-6(5H)-ones

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 mo...

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Published in:Chemical communications (Cambridge, England) England), 2024-07, Vol.60 (61), p.7938
Main Authors: Hannam, Al, Kankraisri, Phinyada, Thombare, Karan R, Meher, Prahallad, Jean, Alexandre, Hilton, Stephen T, Murarka, Sandip, Arseniyadis, Stellios
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container_issue 61
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container_title Chemical communications (Cambridge, England)
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creator Hannam, Al
Kankraisri, Phinyada
Thombare, Karan R
Meher, Prahallad
Jean, Alexandre
Hilton, Stephen T
Murarka, Sandip
Arseniyadis, Stellios
description 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.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.
doi_str_mv 10.1039/d4cc02557a
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title Visible light-mediated difluoromethylation/cyclization in batch and flow: scalable synthesis of CHF2-containing benzimidazo- and indolo2,1-aisoquinolin-6(5H)-ones
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