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Quick Access to Pyridines through 6π-3-Azatriene Electrocyclization: Concise Total Synthesis of Suaveoline Alkaloids
Synlett ( IF 1.7 ) Pub Date : 2019-04-15 , DOI: 10.1055/s-0037-1611811 Hongbo Wei 1 , Yun Li 2
Synlett ( IF 1.7 ) Pub Date : 2019-04-15 , DOI: 10.1055/s-0037-1611811 Hongbo Wei 1 , Yun Li 2
Affiliation
Pyridine is a prevalent structural heterocyclic motifs in natural products, pharmaceuticals, and advanced materials. Several different methodologies have been developed for the synthesis of these kinds of molecules. However, a sustainable and efficient procedure for the synthesis of pyridines is still highly desirable. In this Synpacts article, we highlight our recent approach to the construction of highly substituted pyridines though a tandem condensation/alkyne isomerization/6π-3-azatriene electrocyclization sequence. The present protocol was used to synthesize a series of polysubstituted pyridines (30 examples) in moderate to good yields. The process also permitted the development of a concise strategy for collective total syntheses of suaveoline, norsuaveoline, and macrophylline.
中文翻译:
通过 6π-3-氮杂三烯电环化快速获得吡啶:Suaveoline 生物碱的简明全合成
吡啶是天然产物、药物和先进材料中普遍存在的结构杂环基序。已经开发了几种不同的方法来合成这些种类的分子。然而,仍然非常需要一种可持续且有效的吡啶合成方法。在这篇 Synpacts 文章中,我们重点介绍了我们最近通过串联缩合/炔烃异构化/6π-3-氮杂三烯电环化序列构建高度取代吡啶的方法。本协议用于合成一系列多取代吡啶 (30 个例子), 收率中等至良好。该过程还允许为 suaveoline、norsuaveoline 和 macrophylline 的集体全合成制定简明的策略。
更新日期:2019-04-15
中文翻译:
通过 6π-3-氮杂三烯电环化快速获得吡啶:Suaveoline 生物碱的简明全合成
吡啶是天然产物、药物和先进材料中普遍存在的结构杂环基序。已经开发了几种不同的方法来合成这些种类的分子。然而,仍然非常需要一种可持续且有效的吡啶合成方法。在这篇 Synpacts 文章中,我们重点介绍了我们最近通过串联缩合/炔烃异构化/6π-3-氮杂三烯电环化序列构建高度取代吡啶的方法。本协议用于合成一系列多取代吡啶 (30 个例子), 收率中等至良好。该过程还允许为 suaveoline、norsuaveoline 和 macrophylline 的集体全合成制定简明的策略。