Palladium-Catalyzed Arylation of Cyclopropanes via Directing Group-Mediated C(sp3)–H Bond Activation To Construct Quaternary Carbon Centers: Synthesis of cis- and trans-1,1,2-Trisubstituted Chiral Cyclopropanes

Palladium-Catalyzed Arylation of Cyclopropanes via Directing Group-Mediated C(sp3)–H Bond Activation To Construct Quaternary Carbon Centers: Synthesis of cis- and trans-1,1,2-Trisubstituted Chiral Cyclopropanes

Pd(II)-catalyzed tertiary C(sp3)–H arylation of cyclopropanes via directing group-mediated C–H activation for the construction of a chiral quaternary carbon center on cyclopropanes using aryl iodides as a coupling partner is reported. The arylation had a wide substrate scope and good functional grou...

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Veröffentlicht in:Organic letters 2013-12, Vol.15 (24), p.6202-6205
Hauptverfasser: Hoshiya, Naoyuki, Kobayashi, Takaaki, Arisawa, Mitsuhiro, Shuto, Satoshi
Format: Artikel
Sprache:eng
Schlagworte:
Carbon - chemistry
Catalysis
Cyclopropanes - chemical synthesis
Cyclopropanes - chemistry
Molecular Structure
Organometallic Compounds - chemistry
Palladium - chemistry
Stereoisomerism
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Zusammenfassung:Pd(II)-catalyzed tertiary C(sp3)–H arylation of cyclopropanes via directing group-mediated C–H activation for the construction of a chiral quaternary carbon center on cyclopropanes using aryl iodides as a coupling partner is reported. The arylation had a wide substrate scope and good functional group tolerance, including heteroaryl iodides, to provide various chiral arylcyclopropanes with the cis- and trans-1,1,2-trisubstituted structures.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4030452