2-Aminoquinazolines by Chan-Evans-Lam Coupling of Guanidines with (2-Formylphenyl)boronic Acids

Synlett 2020
V.V. Solomin, A. Seins, Aigars Jirgensons

A new method is presented for the synthesis of 2-aminoquinazolines, which is based on a Chan-Evans-Lam coupling of (2-formylphenyl)boronic acids with guanidines. Relatively mild conditions involving the use of inexpensive CuI as a catalyst and methanol as a solvent permit the application of the method to a wide range of substrates. Nonsubstituted, N-monosubstituted, and N,N-disubstituted guanidines can be used as reactants to give the corresponding 2-aminoquinazolines in moderate yields from readily available (2-formylphenyl)boronic acids.

Keywords
Chan-Evans-Lam coupling, copper catalysis, formylphenylboronic acids, guanidines, quinazolines
DOI
10.1055/s-0040-1707080
Hyperlink
https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0040-1707080

Solomin, V., Seins, A., Jirgensons, A. 2-Aminoquinazolines by Chan-Evans-Lam Coupling of Guanidines with (2-Formylphenyl)boronic Acids. Synlett, 2020, Vol. 31, No. 15, pp.1507-1510. ISSN 0936-5214. e-ISSN 1437-2096. Available from: doi:10.1055/s-0040-1707080

Publication language
English (en)