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I 2 /CHP‐Mediated Oxidative Coupling of 2‐Aminobenzamides and Isocyanides: Access to 2‐Aminoquinazolinones
Author(s) -
Wei TianQi,
Xu Pei,
Wang ShunYi,
Ji ShunJun
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600876
Subject(s) - chemistry , oxidative phosphorylation , atom economy , oxidative coupling of methane , oxidative addition , coupling (piping) , metal , combinatorial chemistry , atom (system on chip) , stereochemistry , medicinal chemistry , organic chemistry , catalysis , metallurgy , biochemistry , computer science , embedded system , materials science
An oxidative coupling of 2‐aminobenzamides 1 and isocyanides 2 mediated by I 2 and cumyl hydroperoxide (CHP) leads to the formation of 2‐aminoquinazolinones 3 in moderate to excellent yields. This method provides an efficient approach to 2‐aminoquinazolinones with high atom economy under metal‐free conditions through two C–N bond‐formation reactions. The products can be further transformed to give benzo[4,5]imidazo[2,1‐ b ]quinazolin‐12(6 H )‐one ( 4 ).