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

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 N-arylhydroxylamines or N-arylhydrazines with d...

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Bibliographic Details
Published inMolecules (Basel, Switzerland) Vol. 26; no. 11; p. 3223
Main Authors Zhang, Ji-Wei, Xiang, Shao-Hua, Li, Shaoyu, Tan, Bin
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 27.05.2021
MDPI
Subjects
Alcohols
arylation
BINAM
By products
Catalysis
Chromatography
Copper
copper-catalysis
Efficiency
NOBIN
Reagents
Salts
sigmatropic rearrangement
China
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Summary: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 N-arylhydroxylamines or N-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.
Bibliography:ObjectType-Article-1
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content type line 23
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules26113223