Shenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China.
Academy for Advanced Interdisciplinary Studies, Southern University of Science and Technology, Shenzhen 518055, China.
Molecules. 2021 May 27;26(11):3223. doi: 10.3390/molecules26113223.
NOBIN and BINAM derivatives harboring biaryl frameworks are recognized as a class of important atropisomers with versatile applications. Here, we present an efficient synthetic route to access such compounds through copper-catalyzed domino arylation of -arylhydroxylamines or -arylhydrazines with diaryliodonium salts and [3,3]-sigmatropic rearrangement. This reaction features mild conditions, good substrate compatibility, and excellent efficiency. The practicality of this protocol was further extended by the synthesis of biaryl amino alcohols.
含联苯骨架的诺宾和比那姆衍生物被认为是一类重要的轴手性化合物，具有广泛的应用。在这里，我们通过铜催化的 -芳基羟胺或 -芳基肼与二芳基碘鎓盐和[3,3]-σ重排的串联芳基化反应，提出了一种高效合成这类化合物的方法。该反应具有条件温和、底物兼容性好、效率高的特点。通过合成联苯氨基醇进一步扩展了该方法的实用性。
