< Back to previous page
Publication
Synthesis of quinazolin-4-ones by copper-catalyzed isocyanide insertion
Journal Contribution - Journal Article
Herein, we report a novel copper-catalyzed imidoylative cross-coupling/cyclocondensation reaction between 2-isocyanobenzoates and amines efficiently producing quinazolin-4-ones. The reaction utilizes Cu(II) acetate as an environmentally benign catalyst in combination with a mild base and proceeds well in anisole, a recommended, sustainable solvent. Additionally, the reaction does not require dry conditions or inert atmospheres for optimal performance. The scope of this isocyanide insertion reaction is rather broad, tolerating various functionalized isocyanobenzoates and a range of substituted amines, although the use of aromatic amines as nucleophiles requires microwave heating.
Journal: The journal of organic chemistry
ISSN: 0022-3263
Volume: 85
Pages: 7378 - 7385
Publication year:2020