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

TETRAHEDRON

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Article

Dimitriou, Eleni¹  Jones, Richard H.¹  Pritchard, Robin G.²  Miller, Gavin J.¹  O'Brien, Matthew¹ 

[1] Keele Univ, Sch Chem & Phys Sci, Lennard Jones Labs, Borough Newcastle Lyme ST5 5BG, Staffs, England

[2] Univ Manchester, Sch Chem, Oxford Rd, Manchester M13 9PL, Lancs, England

关键词: Gas-liquid flow;    Hydrogenation;    Pyrrolobenzodiazepine;    Reduction;    Cyclisation;   

DOI  :  10.1016/j.tet.2018.09.025

来源: Elsevier

【 摘 要 】

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. (C) 2018 Elsevier Ltd. All rights reserved.

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