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

A Kamal, N Shankaraiah, N Markandeya, KL Reddy…

Index: Kamal, Ahmed; Shankaraiah; Markandeya; Reddy, K. Laxma; Reddy, Ch. Sanjeeva Tetrahedron Letters, 2008 , vol. 49, # 9 p. 1465 - 1468

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Citation Number: 23

Abstract

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 LiAlH4 or LiBH4 provides the cyclized imines.