We describe a transition metal-free approach to hindered 3-amino-2-aryl phenols through a cascade nucleophilic addition / Smiles–Truce rearrangement of a functionalized Kobayashi aryne precursor. Under anionic conditions, secondary alkyl amines add to the aryne intermediate to set up an aryl transfer from a neighboring sulfonate group. The use of a sulfonate, rather than the more typical sulfonamide, enables access to phenolic biaryl products that are important motifs in natural products and pharmaceuticals.

中文翻译：

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用于联芳基苯酚合成的级联芳炔氨芳基化

我们描述了一种通过官能化小林芳炔前体的级联亲核加成/Smiles-Truce重排来制备受阻3-氨基-2-芳基酚的无过渡金属方法。在阴离子条件下，仲烷基胺加成到芳基中间体上，以建立从相邻磺酸基团的芳基转移。使用磺酸盐，而不是更典型的磺酰胺，可以得到酚类联芳基产品，这些产品是天然产品和药物中的重要主题。