银介导的3,3-二取代吲哚-2-酮衍生物的合成
Silver Mediated Synthesis of 3,3-disubstituted Indole-2-one Derivatives
吲哚-2-酮及其衍生物是常见的药物中间体,具备有趣的化学性质和巨大的药用价值,因此,快速、有效、精准地合成其衍生物日益受到科学家的关注。本文报道了银单电子还原溴代羧酸酯与N-苯基丙烯酰胺的自由基加成-环化反应,合成了一系列3,3-二取代吲哚-2-酮类化合物。通过对反应条件进行筛选,如银盐、溶剂、反应温度及时间,得到了反应的最优条件,并成功制备了43个官能团化的3,3-二取代吲哚-2-酮衍生物,产率高达97%。该方法操作简便,对常见的官能团均具有较好的耐受性。
Indol-2-one and its derivatives are common pharmaceutical intermediates with interesting chemical properties and great medicinal value. Therefore, the rapid, efficient and precise synthesis of their derivatives has attracted increasing attention of scientists. This paper reports the addition-cyclization reaction of silver one-electron reduction of bromocarboxylate to form α-carbonyl radical and N-phenylacrylamide, and a series of 3,3-disubstituted indol-2-ones were synthesized. compound. By screening the reaction conditions, such as silver salt, solvent, reaction temperature and time, the optimal reaction conditions were obtained, and 43 functionalized 3,3-disubstituted indol-2-one derivatives were successfully prepared. The yield is as high as 97%. The method is easy to operate and has good tolerance to common functional groups.
甘小婷、罗维纬、周俊、任志军、王大超、唐菁、骆嘉琪、解馨悦
精细化学工业有机化学工业制药化学工业
银,单电子还原,自由基加成,串联反应,吲哚-2-酮
Silver single electron reduction radical addition indol-2-one
甘小婷,罗维纬,周俊,任志军,王大超,唐菁,骆嘉琪,解馨悦.银介导的3,3-二取代吲哚-2-酮衍生物的合成[EB/OL].(2022-03-28)[2025-08-21].http://www.paper.edu.cn/releasepaper/content/202203-409.点此复制
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