- Conversion of N-aromatic amides to O-aromatic esters
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(Matrix Presented) N-Aromatic secondary amides can be transformed into O-aromatic esters in high yield via N-nitrosamide intermediates. The amides can be generated in situ from the corresponding aromatic amines or nitro compounds, and phenols can easily be made from the esters. The reaction can be modified by addition of methyl methacrylate or toluene at 0 °C to give polymerization or deamination, respectively. The rearrangement mechanism may involve radical formation and recombination.
- Glatzhofer, Daniel T.,Roy, Raymond R.,Cossey, Kimberly N.
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p. 2349 - 2352
(2007/10/03)
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- Stereospecific Arylation of Alkenylsilanes with Arylpalladium Acetates
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Alkenyltrimethylsilanes ((E)- and (Z)-RCH=CHSiMe3: R = H, Ph, n-C6H13 and CH3OCH2) stereospecifically reacted at 40 deg C or room temperature with in situ generated phenylpalladium acetate to produce R(Ph)C=CSiMe3 and RCH=C(Ph)SiMe3 with inversion of their geometry.The arylation of CH2=CHSiMe3 with arylpalladium acetates gave (E)-ArCH=CHSiMe3 (Ar = XPH; X = H, 4-Me, 4-MeO, 4-Br, 4-I, 4-EtOCO, and 4-NO2) in good yields.
- Ikenaga, Kazutoshi,Kikukawa, Kiyoshi,Matsuda, Tsutomu
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p. 1276 - 1280
(2007/10/02)
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