Combined Photoredox and Carbene Catalysis for the Synthesis of γ-Aryloxy Ketones.
Adv Synth Catal
; 364(3): 518-524, 2022 Feb 01.
Article
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| MEDLINE
| ID: mdl-35431717
N-heterocyclic carbenes (NHCs) have emerged as catalysts for the construction of C-C bonds in the synthesis of substituted ketones under single-electron processes. Despite these recent reports, there still remains a need to increase the utility and practicality of these reactions by exploring new radical coupling partners. Herein, we report the synthesis of γ-aryloxyketones via combined NHC/photoredox catalysis. In this reaction, an α-aryloxymethyl radical is generated via oxidation of an aryloxymethyl potassium trifluoroborate salt, which is then added into styrene derivatives to provide a stabilized benzylic radical. Subsequent radical-radical coupling reaction with an azolium radical affords the γ-aryloxy ketone products.
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01-internacional
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MEDLINE
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En
Revista:
Adv Synth Catal
Año:
2022
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Article