The cleavage of carbon‐carbon bonds and their subsequent reassembly into highly functionalized and useful molecules in an atom‐efficient manner has always been a central focus in the realm of organic synthesis. In this report, we describe the construction of highly functionalized naphthol esters via a tandem reassembly process, driven by Ullmann‐type coupling of enaminones and 1,3‐dicarbonyl compounds. Mechanistic investigations suggest the involvement of C(sp²)‐C(sp³) coupling, cyclization, two acyl migrations, aromatization, and additional transformations within this tandem sequence. This methodology offers several notable advantages, such as the use of inexpensive and easily accessible starting materials, the elimination of the need for expensive transition metal catalysis, simple operation in the atmosphere, exceptional compatibility with a wide range of substrates, and ease of conversion into drug scaffolds.

中文翻译：

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1,3-二羰基与烯胺素的裂解和重组合成高度官能化的萘酚


碳-碳键的裂解及其随后以原子高效的方式重组成高度官能化和有用的分子一直是有机合成领域的中心焦点。在本报告中，我们描述了在烯胺烃和 1,3-二羰基化合物的 Ullmann 型偶联驱动下，通过串联重组工艺构建高度官能化的萘酚酯。机理研究表明，该串联序列中涉及 C（sp²）-C（sp³） 偶联、环化、两个酰基迁移、芳构化和其他转化。这种方法具有几个显著的优势，例如使用廉价且易于获得的起始材料，无需昂贵的过渡金属催化，在大气中操作简单，与各种基材具有出色的兼容性，并且易于转化为药物支架。