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Dual Functional Pd-Catalyzed Multicomponent Reaction by Umpolung Chemistry of the Oxygen Atom in Electrophiles.

Authors :
Han W
Yu J
Kang Z
Song L
Pi R
Dong S
Xiong Y
Xia F
Li Z
Liu S
Source :
The Journal of organic chemistry [J Org Chem] 2021 May 07; Vol. 86 (9), pp. 6847-6854. Date of Electronic Publication: 2021 Apr 12.
Publication Year :
2021

Abstract

A Pd-catalyzed multicomponent reaction was developed by trapping oxomium ylide with nitrosobenzene via Pd-promoted umpolung chemistry. The Pd catalyst plays two important roles: diazo compound decomposed catalyst and Lewis acid for the activation of nitrosobenzene. This strategy provides some insight into a new way for discovery of multicomponent methodology to construct complex molecules. The developed method also provides rapid access to a series of O -(2-oxy) hydroxylamine derivatives, which exhibit good anticancer activity in osteosarcoma cells.

Details

Language :
English
ISSN :
1520-6904
Volume :
86
Issue :
9
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
33844915
Full Text :
https://doi.org/10.1021/acs.joc.0c02413