Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, Assam 781039, India.
Org Lett. 2023 May 26;25(20):3806-3811. doi: 10.1021/acs.orglett.3c01350. Epub 2023 May 17.
A Mn(I)-catalyzed site-selective nondirected C3-maleimidation of quinoxaline is established. Herein, the electrophilic C3-metalation precedes over the -directed strategy to access diversely substituted quinoxaline-appended succinimides. The products undergo PIFA-promoted C(sp)-C(sp) spirocyclization via π-electrons drifting from aryls and Selectfluor-mediated dehydrogenation of succinimide at room temperature.
建立了一种 Mn(I)催化的喹喔啉 C3-马来酰亚胺的非定向位点选择性反应。在此,亲电的 C3-金属化优先于 -导向策略,从而获得各种取代的喹喔啉取代的琥珀酰亚胺。产物通过 PIFA 促进的π电子从芳基漂移的 C(sp)-C(sp)螺环化以及室温下 Selectfluor 介导的琥珀酰亚胺脱氢作用,进一步转化为螺环化产物。