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Palladium-Catalyzed N-Arylation of Sulfoximines with Aryl Sulfonates.

Authors :
Yang Q
Choy PY
Zhao Q
Leung MP
Chan HS
So CM
Wong WT
Kwong FY
Source :
The Journal of organic chemistry [J Org Chem] 2018 Sep 21; Vol. 83 (18), pp. 11369-11376. Date of Electronic Publication: 2018 Aug 13.
Publication Year :
2018

Abstract

Palladium-catalyzed C-N bond coupling reaction between NH-sulfoximines and aryl halides (e.g., -Br, -I, and -Cl and pseudohalides -OTf and -ONf) was successfully achieved. Nevertheless, aryl tosylates/mesylates left much to be achieved. In this report, a general N-arylation of sulfoximines with aryl sulfonates is described. Using Pd(OAc) <subscript>2</subscript> /MeO-CM-phos complex, the N-aryl sulfoximine products can be obtained in good-to-excellent yields (up to 99%) with good common functional group compatibility. In addition to arene moieties, alkenyl tosylates are shown to be successful coupling partners.

Details

Language :
English
ISSN :
1520-6904
Volume :
83
Issue :
18
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
30062889
Full Text :
https://doi.org/10.1021/acs.joc.8b01599