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Copper-Catalyzed Synthesis of Axially Chiral Biaryls with Diaryliodonium Salts as Arylation Reagents

Journal 2021 · IF 4.412 · 26(11): 3223 · 发表于 2021 年 5 月 27 日
作者: Ji-Wei Zhang,Shao-Hua Xiang,Shaoyu Li,Bin Tan
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摘要

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 ofN-arylhydroxylamines orN-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.Keywords:NOBIN;BINAM;arylation;sigmatropic rearrangement;copper-catalysis

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