Back to Search Start Over

Aryl sulfoxides from allyl sulfoxides via [2,3]-sigmatropic rearrangement and domino Pd-catalyzed generation/arylation of sulfenate anions.

Authors :
Bernoud E
Le Duc G
Bantreil X
Prestat G
Madec D
Poli G
Source :
Organic letters [Org Lett] 2010 Jan 15; Vol. 12 (2), pp. 320-3.
Publication Year :
2010

Abstract

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.

Details

Language :
English
ISSN :
1523-7052
Volume :
12
Issue :
2
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
20000488
Full Text :
https://doi.org/10.1021/ol902620t