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Issue 34, 2017
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Synthesis of Cu-catalysed quinazolinones using a Csp3–H functionalisation/cyclisation strategy

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Abstract

A series of 2,3-disubstituted-4(3H)-quinazolinones were synthesised via a copper-catalysed Csp3–H functionalisation/cyclisation of 2-amino-N,N-dialkylbenzamides. In comparison to the reported methods this strategy allows an easy access to diversely substituted quinazolinones under mild conditions in air. The reaction also exhibits good functional group tolerance and would be of value to heterocyclic researchers as well as pharmaceutical process chemists. The reaction is proposed to proceed through a double SET type radical mechanism.

Graphical abstract: Synthesis of Cu-catalysed quinazolinones using a Csp3–H functionalisation/cyclisation strategy

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Publication details

The article was received on 13 Jul 2017, accepted on 04 Aug 2017 and first published on 14 Aug 2017


Article type: Paper
DOI: 10.1039/C7OB01723E
Citation: Org. Biomol. Chem., 2017,15, 7140-7146
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    Synthesis of Cu-catalysed quinazolinones using a Csp3–H functionalisation/cyclisation strategy

    A. V. A. Gholap, S. Maity, C. Schulzke, D. Maiti and A. R. Kapdi, Org. Biomol. Chem., 2017, 15, 7140
    DOI: 10.1039/C7OB01723E

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