Issue 34, 2017

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

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

Supplementary files

Article information

Article type
Paper
Submitted
13 juil. 2017
Accepted
04 août 2017
First published
14 août 2017

Org. Biomol. Chem., 2017,15, 7140-7146

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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