Citation: Shivaji S. Pawar, Murlidhar S. Shingare, Shivaji N. Thore. Novel, efficient, and green procedure for the synthesis of 1,5-benzodiazepines catalyzed by MgBr₂ in aqueous media[J]. Chinese Chemical Letters, ;2009, 20(1): 32-36. doi: 10.1016/j.cclet.2008.10.015 shu

Novel, efficient, and green procedure for the synthesis of 1,5-benzodiazepines catalyzed by MgBr₂ in aqueous media

a Department of Chemistry, Vinyakrao Patil Mahavidyala Vaijapur, Aurangabad 423701(M. S.), India;
b Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004(M. S.), India

Received Date: 16 June 2008

Fund Project: The authors are thankful to Head, Department of Chemistry, Vinayakrao Patil Mahavidyala, Vaijapur 423701 (M.S.), India for partial support of this work.

MgBr₂ performs as a novel catalyst for the synthesis of various 1,5-benzodiazepine derivatives from wide range of substituted o-phenylenediamines and various ketones in good to excellent isolated yields (93-98%) using water as solvent at ambient temperature. Several solvents were examined for this reaction; however, in terms of reaction yield and time, water was found to be the optimum solvent. The remarkable advantages offered by this method are easily and inexpensive available catalyst, simple procedure, mild conditions, much faster (40-60 min) reactions and good to excellent yields of products.
- MgBr₂,
- o-Phenylenediamines,
- Ketones,
- Aqueous media,
- 1,5-Benzodiazepine
1. [1]
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19. [19]
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20. [20]
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