4.5 Article

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-Mediated Tandem Oxidative Annulation for Preparing 2,2-Disubstituted 2,3-Dihydroquinazolin-4(1H)-ones

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 6, Pages 944-950

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202001479

Keywords

Annulation; CDC reaction; DDQ; 2; 3-Dihydroquinazolin-4(1H)-one; Oxidation

Funding

  1. Natural Science Foundation of China [21602197]
  2. Natural Science Foundation of Zhejiang Province [LY18B020018]

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An efficient tandem oxidative annulation for the synthesis of 2,2-disubstituted 2,3-dihydroquinazolin-4(1H)-ones via DDQ-mediated dual cross-dehydrogenative-coupling (CDC) reactions is described, resulting in moderate to excellent yields of the corresponding products.
An efficient tandem oxidative annulation for the synthesis of 2,2-disubstituted 2,3-dihydroquinazolin-4(1H)-ones via DDQ-mediated dual cross-dehydrogenative-coupling (CDC) reactions is described. This transformation proceeds from easily available o-aminobenzamides and 1,3-diarylpropenes under mild conditions, and the corresponding products are obtained in moderate to excellent yields.

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