Gas-liquid flow hydrogenation of nitroarenes: Efficient access to a pharmaceutically relevant pyrrolobenzo[1,4]diazepine scaffold

Using a Tube-in-Tube device based on the amorphous Teflon AF-2400 fluoropolymer, a series of nitroarenes was hydrogenated to afford the corresponding aniline compounds. The system was then applied to the construction of a pyrrolobenzo[1,4]diazapene scaffold through a tandem hydrogenation-condensatio...

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Bibliographic Details
Published in:Tetrahedron 2018-11, Vol.74 (47), p.6795-6803
Main Authors: Dimitriou, Eleni, Jones, Richard H., Pritchard, Robin G., Miller, Gavin J., O'Brien, Matthew
Format: Article
Language:English
Subjects:
Cyclisation
Gas-liquid flow
Hydrogenation
Pyrrolobenzodiazepine
Reduction
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Summary:Using a Tube-in-Tube device based on the amorphous Teflon AF-2400 fluoropolymer, a series of nitroarenes was hydrogenated to afford the corresponding aniline compounds. The system was then applied to the construction of a pyrrolobenzo[1,4]diazapene scaffold through a tandem hydrogenation-condensation-hydrogenation sequence. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2018.09.025