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A facile intramolecular azido/amido reductive cyclization approach: synthesis of pyrrolobenzodiazepines and their dimers
Authors:Ahmed Kamal  N. Shankaraiah  K. Laxma Reddy
Affiliation:a Biotransformation Laboratory, Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
b Department of Chemistry, Kakatiya University, Warangal 506 009, AP, India
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.
Keywords:Pyrrolo[2,1-c][1,4]benzodiazepines   Intramolecular reductive cyclization   Azides   Amides   LiAlH4   LiBH4
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