Rh III ‐Catalyzed Directed C−H Bromination and Iodination to Synthesize Atropisomeric Biaryls

The [Rh III Cp*]‐catalyzed directed C−H bromination and iodination reactions of 2‐aryl isoquinolines/pyridines are highly efficient and afford atropisomeric biaryl compounds (Cp*=1,2,3,4,5‐pentamethylcyclopenta‐2,4‐dienyl) in good yields. Among several reported C−H bond halogenation methods, the com...

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Veröffentlicht in:Asian journal of organic chemistry 2016-09, Vol.5 (9), p.1107-1110
Hauptverfasser: Kim, Kiseong, Hyun, Jaeyong, Kim, Jin, Kim, Hyunwoo
Format: Artikel
Sprache:eng
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Zusammenfassung:The [Rh III Cp*]‐catalyzed directed C−H bromination and iodination reactions of 2‐aryl isoquinolines/pyridines are highly efficient and afford atropisomeric biaryl compounds (Cp*=1,2,3,4,5‐pentamethylcyclopenta‐2,4‐dienyl) in good yields. Among several reported C−H bond halogenation methods, the combination of [Rh III Cp*Cl 2 ] 2 /AgSbF 6 , N ‐halosuccinimide, and pivalic acid in 1,2‐dichloroethane is found to be the only effective catalytic system to provide atropisomeric 2′‐halogenated 2‐aryl isoquinolines/pyridines.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201600259