4.4 Article

An efficient selective reduction of aromatic azides to amines employing BF3•OEt2/NaI:: Synthesis of pyrrolobenzodiazepines

Journal

SYNLETT
Volume -, Issue 9, Pages 1297-1300

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1072742

Keywords

pyrrolo[2, 1-c][1,4] benzodiazepines; boron trifluoride diethyl etherate; sodium iodide; intramoleculor reductive-cyclization

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A selective and facile method for the reduction of aromatic azides to amines by employing borontrifluoride diethyl etherate and sodium iodide. This methodology has been applied towards the preparation of biologically important imine-containing pyrrolobenzodiazepines and their dilactams through intramolecular reductive-cyclization process. In this protocol the reagent systems are amenable for the generation of solution-phase combinatorial synthesis.

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