Rhodium(III)-Catalyzed Selective ortho-Olefinations of N-Acyl and N-Aroyl Sulfoximines by CH Bond Activation

Two new rhodium‐catalyzed oxidative couplings between sulfoximine derivatives and alkenes by regioselective CH activation, affording ortho‐olefinated (Heck‐type) products, are reported. A synthetic application of the ortho‐alkenylated products into the corresponding cyclic derivatives has been demo...

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Veröffentlicht in:Chemistry : a European journal 2014-04, Vol.20 (17), p.4896-4900
Hauptverfasser: Parthasarathy, Kanniyappan, Bolm, Carsten
Format: Artikel
Sprache:eng
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Zusammenfassung:Two new rhodium‐catalyzed oxidative couplings between sulfoximine derivatives and alkenes by regioselective CH activation, affording ortho‐olefinated (Heck‐type) products, are reported. A synthetic application of the ortho‐alkenylated products into the corresponding cyclic derivatives has been demonstrated, and a mechanistic rational for the rhodium catalysis is presented. Directed arene alkenylations: Two new rhodium‐catalyzed oxidative couplings between sulfoximine derivatives and alkenes by regioselective CH activation, affording ortho‐olefinated (Heck‐type) products, are reported (see scheme; Cp*=pentamethylcyclopentadiene, Ac=acetyl).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201304925