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CC BY 4.0 · Synlett 2020; 31(15): 1507-1510
DOI: 10.1055/s-0040-1707080
DOI: 10.1055/s-0040-1707080
letter
2-Aminoquinazolines by Chan–Evans–Lam Coupling of Guanidines with (2-Formylphenyl)boronic Acids
H2020 MSC-ITN project CARTNET “Combating Antimicrobial Resistance Training Network”, Grant agreement ID: 765147Further Information
Publication History
Received: 30 April 2020
Accepted after revision: 10 June 2020
Publication Date:
08 July 2020 (online)


Abstract
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.
Key words
guanidines - Chan–Evans–Lam coupling - quinazolines - copper catalysis - formylphenylboronic acidsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707080.
- Supporting Information