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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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Supplementary files

Article information


Submitted
13 Jul 2017
Accepted
04 Aug 2017
First published
14 Aug 2017

Org. Biomol. Chem., 2017,15, 7140-7146
Article type
Paper

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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