Quick Access to Pyridines through 6 pi-3-Azatriene Electrocyclization: Concise Total Synthesis of Suaveoline Alkaloids
Quick Access to Pyridines through 6 pi-3-Azatriene Electrocyclization: Concise Total Synthesis of Suaveoline Alkaloids
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通过 6 pi-3-氮三烯电环化快速获得吡啶：Suaveoline 生物碱的简明全合成
作者：
Wei Hongbo;Li Yun
吡啶是一种普遍存在于天然产物、药物和先进材料中的杂环基序。已经发展了几种不同的方法来合成这类分子。然而，一种可持续和高效的合成吡啶的方法仍然是非常需要的。在这篇Synpacts文章中，我们重点介绍了我们最近通过串联缩合/炔异构化/6π-3-氮杂杂烯电环化序列构建高取代吡啶的方法。用本方法合成了一系列多取代吡啶（30个例子），收率中等至较高。这个过程也允许发展一个简明的战略，集体全合成磺胺，去磺胺磺胺和巨叶碱。
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.