4.4 Article

A facile intramolecular azido/amido reductive cyclization approach: synthesis of pyrrolobenzodiazepines and their dimers

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 9, Pages 1465-1468

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.01.004

Keywords

pyrrolo[2,1-c][1,4]benzodiazepines; intramolecular reductive cyclization; azides; Amides; LiAlH(4); LiBH(4)

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A new synthetic pathway has been developed for the preparation of imine-containing pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) and their dimers. Selective reduction of aromatic azides as well as aliphatic amides in a single step leading to an intramolecular reductive cyclization process by employing LiAlH(4) or LiBH(4) provides the cyclized imines. (c) 2008 Elsevier Ltd. All rights reserved.

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