Buchwald–Hartwig versus Microwave-Assisted Amination of Chloroquinolines: En Route to the Pyoverdin Chromophore
作者:Sabine Laschat、Philipp Seubert、Marcel Freund、Richard Rudolf、Yulin Lin、Luca Altevogt、Ursula Bilitewski、Angelika Baro
DOI:10.1055/s-0040-1707810
日期:2020.7
functionalization gave yields comparable to those of Buchwald–Hartwig amination. tert-Butyl (2R)-4-[(6,7-dimethoxy-3-nitroquinolin-2-yl)amino]-2-hydroxybutanoate was successfully cyclized to the pyoverdin chromophore, a subunit of siderophores.
报道了 2-氯-6,7-二甲氧基-3-硝基喹啉与一系列胺和氨基链烷酸酯在碱性微波介导条件和 Buchwald-Hartwig 胺化条件下的反应。微波辐射有利于与胺的反应,产率高达 80%,而氨基酸官能化的产率与 Buchwald-Hartwig 胺化的产率相当。叔丁基 (2R)-4-[(6,7-dimethoxy-3-nitroquinolin-2-yl)amino]-2-hydroxybutanoate 被成功环化为 pyoverdin 生色团,铁载体的一个亚基。