Access to 2‐Arylquinazolin‐4(3H)‐ones through Intramolecular Oxidative C(sp 3 )−H/N−H Cross‐Coupling Mediated by I 2 /DMSO

Abstract A novel approach for the synthesis of 2‐arylquinazolin‐4(3H)‐ones was developed. A series of title compounds were obtained with good functional group tolerance and good yields by I 2 /DMSO‐mediated intramolecular oxidative cross‐coupling of 2‐(benzylamino)benzamides to form C=N double bonds...

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Published inEuropean journal of organic chemistry Vol. 2022; no. 4
Main Authors Wen, Simiaomiao, Du, Yifan, Liu, Yiwen, Cui, Xiaofeng, Liu, Qixing, Zhou, Haifeng
Format Journal Article
LanguageEnglish
Published 27.01.2022
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Summary:Abstract A novel approach for the synthesis of 2‐arylquinazolin‐4(3H)‐ones was developed. A series of title compounds were obtained with good functional group tolerance and good yields by I 2 /DMSO‐mediated intramolecular oxidative cross‐coupling of 2‐(benzylamino)benzamides to form C=N double bonds. This method was applicable for gram‐scale synthesis. A proposed reaction pathway based on some control experiments was also provided.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202101187