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Visible Light Driven and Copper-Catalyzed C(sp3)–H Functionalization of O-Pentafluorobenzoyl Ketone Oximes

Authors :
Wei Yu
Shuang-Shuang Cui
Fengling Bian
Danhua Wu
Source :
Organic Letters. 23:6057-6061
Publication Year :
2021
Publisher :
American Chemical Society (ACS), 2021.

Abstract

The C(sp3)-H functionalization of O-pentafluorobenzoyl ketone oximes was implemented under visible light irradiation with copper complexes as catalysts. The reactions involve iminyl-radical-mediated intramolecular hydrogen atom transfer as the key step, with the iminyl radicals being generated via copper-effected N-O cleavage. The reaction afforded 3,4-dihydro-2H-pyrroles under the conditions of [Cu(DPEphos)(bcp)]PF6 and DABCO, while γ-pentafluorobenzoyloxy ketones were produced predominantly when [Cu(dpp)2]PF6 and InCl3·4H2O were used as catalysts.

Details

ISSN :
15237052 and 15237060
Volume :
23
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi...........fa9a3224b95067bebf53c4c48bfcd74e
Full Text :
https://doi.org/10.1021/acs.orglett.1c02133