Facile Synthesis of Perfluoroalkyl Substituted 1,5-Benzodiazepine-2-ones via a Catalyst-free Process
Received date: 2012-10-19
Revised date: 2012-11-18
Online published: 2012-11-23
Supported by
Project supported by the National Natural Science Foundation of China (Grant Nos. 21072126 and 21272152) and the Leading Academic Discipline Projects of Shanghai Municipal Education Commission (Grant No. J50102).
1,5-Benzodiazepin-2-one is a privileged scaffold and compounds containing such substructures exhibit a range of biological activities. Perfluoroalkyl groups can favorably affect the physical and biological properties of organic compounds. Accordingly, the development of methods to introduce perfluoroalkyl groups into 1,5-benzodiazepin-2-ones has become increasingly important. Herein, an ef?cient and simple route for preparation of perfluoroalkylated 1,5-benzodiazepine-2-ones is described. The reaction of methyl 3-perfluoroalkyl-2-alkynoate as the fluorinated building block with o-arylenediamine proceeds smoothly in dry toluene at 80 ℃ for 24 h without any catalyst to afford the titled compounds in good yields.
Zhai Shiyan , Cao Weiguo , Zhang Hui . Facile Synthesis of Perfluoroalkyl Substituted 1,5-Benzodiazepine-2-ones via a Catalyst-free Process[J]. Chinese Journal of Organic Chemistry, 0 , (0) : 0 -0 . DOI: 10.6023/cjoc201210037
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