956095-91-3Relevant academic research and scientific papers
I2/TBHP-Mediated Oxidative Coupling of Amino-Based Bisnucleophiles and Isocyanides: Access to 2-Aminobenzoxazinones, 2-Aminobenzoxazines, and 2-Aminoquinazolines under Metal-Free Conditions
Wang, Hong-Xia,Wei, Tian-Qi,Xu, Pei,Wang, Shun-Yi,Ji, Shun-Jun
, p. 13491 - 13497 (2018)
An I2/tert-butyl hydroperoxide (TBHP)-mediated oxidative coupling reaction of isocyanides with amino-based bisnucleophiles is described for the synthesis of 2-aminobenzoxazinones, 2-aminobenzoxazines, and 2-aminoquinozolines in moderate to exce
2-Aminoquinazolines by Chan-Evans-Lam Coupling of Guanidines with (2-Formylphenyl)boronic Acids
Solomin, Vitalii V.,Seins, Alberts,Jirgensons, Aigars
supporting information, p. 1507 - 1510 (2020/07/24)
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.
Nucleophilic aromatic substitution of heterocycles using a high-temperature and high-pressure flow reactor
Charaschanya, Manwika,Bogdan, Andrew R.,Wang, Ying,Djuric, Stevan W.
, p. 1035 - 1039 (2016/02/18)
We report herein a high-temperature and high-pressure continuous-flow protocol to carry out nucleophilic aromatic substitution (SNAr) of heterocycles with nitrogen nucleophiles. Utilizing the Phoenix Flow Reactor in parallel with Design-of-Experiment software enabled rapid optimization of the SNAr protocol. This protocol facilitated efficient synthesis of a broad range of 2-aminoquinazolines, and was extended to 2-aminoquinoxalines and 2-aminobenzimidazoles.
Regioselective N-alkylation with alcohols for the preparation of 2-(N-alkylamino)quinazolines and 2-(N-alkylamino)pyrimidines
Li, Feng,Chen, Lin,Kang, Qikai,Cai, Jianguang,Zhu, Guangjun
, p. 624 - 631 (2013/03/28)
In the presence of the [Cp*IrCl2]2/NaOH system, the direct N-alkylation of 2-aminoquinazolines and 2-aminopyrimidines with alcohols afforded the N-exosubstituted 2-(N-alkylamino)quinazolines and 2-(N-alkylamino)pyrimidines with 71-96
