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

Kim Kiseong | Zendy; Hyun Jaeyong | Zendy; Kim Jin | Zendy; Kim Hyunwoo | Zendy

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

Author(s) -

Kim Kiseong,

Hyun Jaeyong,

Kim Jin,

Kim Hyunwoo

Publication year - 2016

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201600259

Subject(s) - halogenation , chemistry , pivalic acid , atropisomer , catalysis , aryl , medicinal chemistry , dichloroethane , cyclohexane , organic chemistry , alkyl

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.

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