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One-pot Synthesis of Novel Functionalized Benzodiazepines via Three-component or Domino Reaction

Abstract

Several novel three-component or domino reactions that enable to a variety of unique heterocyclic scaffolds through the bond formations of carbon-carbon and carbon-nitrogen bond are herein reported. These reactions employing one-pot strategy provide an efficient approach for the synthesis of benzodiazepines with tricyclic or tetracyclic systems containing aryl, carboxyl, ester and acyl groups. The main objective of this methodology is to achieve the compatibility of various functional groups via introducing active groups under mild reaction conditions. Libraries of 40 new compounds were successfully synthesized from readily available 1,2-phenylenediamine, β-cyclodione and aldehyde derivatives by using mild catalyst (γ-Fe2O3@SiO2/CeCl3) in good to excellent yields (82-97%). Structures of all the products were full confirmed by spectroscopic techniques and by recording single crystal XRD of 5bac. Moreover, the plausible reaction mechanism has been proposed.

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Publication details

The article was received on 26 Sep 2018, accepted on 02 Nov 2018 and first published on 02 Nov 2018


Article type: Paper
DOI: 10.1039/C8NJ04893B
Citation: New J. Chem., 2018, Accepted Manuscript
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    One-pot Synthesis of Novel Functionalized Benzodiazepines via Three-component or Domino Reaction

    Y. Sun and L. Wang, New J. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8NJ04893B

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