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Tandem synthesis of quinazolinone scaffolds from 2-aminobenzonitriles using aliphatic alcohol–water system

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Abstract

Ru(II) complex catalyzed tandem synthesis of quinazolinone derivatives is reported here. In this sustainable protocol, 2-aminobenzonitriles were directly transformed to quinazolinones using alcohol–water system. A variety of quinazolinones was successfully synthesized in good to excellent yields by utilizing challenging methanol and aliphatic alcohols. The practical applicability of the protocol was extended by preparative scale synthesis of various heterocycles as well as natural products. To understand the mechanism of this protocol, several control experiments and DFT studies were carried out. Based on the DFT calculations, a metal–ligand cooperative mechanism was proposed for this system.

Graphical abstract: Tandem synthesis of quinazolinone scaffolds from 2-aminobenzonitriles using aliphatic alcohol–water system

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Publication details

The article was received on 04 Jun 2019, accepted on 13 Sep 2019 and first published on 18 Sep 2019


Article type: Paper
DOI: 10.1039/C9CY01094G
Catal. Sci. Technol., 2019, Advance Article

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    Tandem synthesis of quinazolinone scaffolds from 2-aminobenzonitriles using aliphatic alcohol–water system

    B. C. Roy, Sk. A. Samim, D. Panja and S. Kundu, Catal. Sci. Technol., 2019, Advance Article , DOI: 10.1039/C9CY01094G

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