1427521-86-5Relevant articles and documents
Buchwald-Hartwig versus Microwave-Assisted Amination of Chloroquinolines: En Route to the Pyoverdin Chromophore
Altevogt, Luca,Baro, Angelika,Bilitewski, Ursula,Freund, Marcel,Laschat, Sabine,Lin, Yulin,Rudolf, Richard,Seubert, Philipp
, p. 1177 - 1181 (2020)
The reaction of 2-chloro-6,7-dimethoxy-3-nitroquinoline with a series of amines and aminoalkanoates under basic microwave-mediated conditions and under Buchwald-Hartwig amination conditions is reported. The microwave irradiation favored the reaction with amines, resulting in yields of up to 80percent, whereas amino acid functionalization gave yields comparable to those of Buchwald-Hartwig amination. tert-Butyl (2 R)-4-[(6,7-dimethoxy-3-nitroquinolin-2-yl)amino]-2-hydroxybutanoate was successfully cyclized to the pyoverdin chromophore, a subunit of siderophores.