- Catalytic and stoichiometric flavanone oxidation mediated by nonheme oxoiron(iv) complexes as flavone synthase mimics: Kinetic, mechanistic and computational studies
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The present study describes the first example of the stoichiometric and catalytic oxidation of flavanone by synthetic nonheme oxoiron(iv) complexes and their precursor iron(ii) complexes with m-CPBA as the terminal oxidant. These models, including detailed kinetic, mechanistic and computational studies, may serve as the biomimics of flavone synthase (FS) enzymes.
- Turcas, Ramona,Kripli, Balázs,Attia, Amr A. A.,Lakk-Bogáth, Dóra,Speier, Gábor,Giorgi, Michel,Silaghi-Dumitrescu, Radu,Kaizer, József
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supporting information
p. 14416 - 14420
(2018/10/31)
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- Synthesis of bis(heteroaryl) ketones by removal of benzylic CHR and CO groups
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A copper-catalyzed method for synthesis of diaryl ketones (Ar-CO-Ar′) through removal of benzylic -CH2-, -CO-, and -CHR- groups from Ar-CO-CXR-Ar′ has been discovered. A number of symmetrical and unsymmetrical heterocyclic ketones, which are usually difficult to synthesize, can be prepared in good to excellent yields. This method was applied to the synthesis of the nonsteroidal anti-inflammatory drug suprofen (47 % yield over three steps). Based on preliminary mechanistic and kinetic studies, an active Cu/O2 species is proposed to mediate the rearrangement reaction. Snip snip: A copper-catalyzed method for synthesis of diaryl ketones by removal of benzylic CH2, CO, and CHR groups has been discovered. A number of symmetrical and unsymmetrical heterocyclic ketones, which are usually difficult to synthesize, can be prepared in good to excellent yields. Preliminary mechanistic studies indicate that an active Cu/O2 species mediates the rearrangement. Copyright
- Maji, Arun,Rana, Sujoy,Akanksha,Maiti, Debabrata
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supporting information
p. 2428 - 2432
(2014/03/21)
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- 1-Substituted-2-(2-pyridinyl)ethanone N-oxides
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1-Substituted-2-(2-pyridinyl)ethanone N-oxides having the formula I or II: STR1 wherein R1 is hydrogen or lower alkyl; R2 and R3 are each hydrogen, halogen, hydroxy, lower alkyl, lower alkoxy, or benzyloxy; R4 i
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