双邻苯二酚硼酸锂作为光氧化还原催化中一种有效的还原猝灭剂。
Lithium bis-catechol borate as an effective reductive quencher in photoredox catalysis.
作者信息
Sevrin Martin J, Furst Laura, Nguyen John D, Collins James L, Stephenson Corey R J
机构信息
Department of Chemistry, University of Michigan, 930 N. University Ave., Ann Arbor, MI 48109, USA.
出版信息
Tetrahedron. 2018 Jun 28;74(26):3246-3252. doi: 10.1016/j.tet.2018.04.053. Epub 2018 Apr 18.
Abstract
The use of lithium bis-catechol borate (LiB(cat)) as a reductive quencher for the photoredox mediated intermolecular C-H functionalization of various heteroaromatics with bromopyrroloindolines is described. LiB(cat) offers a financial benefit over state-of-the-art quenchers currently in use while eliminating the side reactions that typically plague these couplings. The advantage of this methodology is highlighted by the synthesis of C3-C2' (-) gliocladin C. Furthermore, additional examples of reactivity with various bromopyrroloindolines sets the stage for expedient routes towards other pharmaceutically active hexahydropyrroloindoline alkaloids and their analogues.
摘要
描述了使用双儿茶酚硼酸锂（LiB(cat)）作为还原猝灭剂，用于光氧化还原介导的各种杂芳烃与溴代吡咯并吲哚啉的分子间C-H官能化反应。与目前使用的先进猝灭剂相比，LiB(cat)具有成本优势，同时消除了通常困扰这些偶联反应的副反应。通过合成C3-C2' (-) 绿胶霉素C突出了该方法的优势。此外，与各种溴代吡咯并吲哚啉反应的其他实例为通向其他具有药物活性的六氢吡咯并吲哚啉生物碱及其类似物的便捷路线奠定了基础。
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