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

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The [(RhCp)-Cp-III*]-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 [(RhCp)-Cp-III*Cl-2](2)/AgSbF6, 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
Publisher
WILEY-V C H VERLAG GMBH
Issue Date
2016-09
Language
English
Article Type
Article
Keywords

DYNAMIC KINETIC RESOLUTION; AXIALLY CHIRAL BIARYLS; ASYMMETRIC CATALYSIS; ENANTIOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; OPTICAL RESOLUTION; BINAM DERIVATIVES; LIGANDS; 2-NAPHTHOLS; EFFICIENT

Citation

ASIAN JOURNAL OF ORGANIC CHEMISTRY, v.5, no.9, pp.1107 - 1110

ISSN
2193-5807
DOI
10.1002/ajoc.201600259
URI
http://hdl.handle.net/10203/214295
Appears in Collection
CH-Journal Papers(저널논문)
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