Aryl sulfoxides from allyl sulfoxides via [2,3]-sigmatropic rearrangement and domino Pd-catalyzed generation/arylation of sulfenate anions.
Allylic sulfoxides, via [2,3]-sigmatropic rearrangement and oxidative addition of the resulting allylic sulfenate esters to Pd(0), are found to be excellent precursors of sulfenate anions. This hitherto unknown reactivity is applied in a new Pd(0)-catalyzed domino sequence involving sulfenate anion generation followed by arylation to afford aryl sulfoxides.
Bernoud
Elise
E
Université Pierre et Marie Curie-Paris 6, Laboratoire de Chimie organique (UMR CNRS 7611), Institut de Chimie Moléculaire (FR 2769), Case 183, 4 Place Jussieu, F-75252, Paris Cedex 05, France.
Le Duc
Gaëtan
G
Bantreil
Xavier
X
Prestat
Guillaume
G
Madec
David
D
Poli
Giovanni
G