- Azolium/Hydroquinone Organo-Radical Co-Catalysis: Aerobic C?C-Bond Cleavage in Ketones
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Organo-radical catalysts have recently attracted great interest, and the development of this field can be expected to broaden the applications of organocatalysis. Herein, the first example of a radical-generating system is reported that does not require any photoirradiation, radical initiators, or preactivated substrates. The oxidative C?C-bond cleavage of 2-substituted cyclohexanones was achieved using an azolium salt and a hydroquinone as co-catalysts. A catalytic mechanism was proposed based on the results of diffusion-ordered spectroscopy and cyclic voltammetry measurements, as well as computational studies.
- Nakatsuji, Yuya,Kobayashi, Yusuke,Masuda, Sakyo,Takemoto, Yoshiji
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supporting information
p. 2633 - 2637
(2021/02/03)
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- Synthesis of biologically active substances based on phenoxyethanol derivatives
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By reaction of phenoxyethanol with diverse structure acyl chlorides phenoxyethanol esters were synthesized containing in the molecule fragments of undecene acid and also of some ketocarboxylic acids. The latter acids were obtained by ozonation of alkylcyclenes. 2005 Pleiades Publishing, Inc.
- Kukovinets,Yamansarova,Kasradze,Lozhkina,Zainullin,Abdullin
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p. 673 - 677
(2007/10/03)
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- Oxidation of 2-substituted cycloalkanones with cerium(IV) sulfate tetrahydrate in alcohols and acetic acid
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The reaction of 2-substituted cycloalkanones with cerium(IV) sulfate tetrahydrate (CS) in alcohols and acetic acid gave the corresponding alkyl esters of oxo acids (80-96%) and oxo acids (78-96%), respectively, by oxidative cleavage of the C(R).C=O bond. In the case of 2-iodocycloalkanones in methanol, the dimethyl ester was obtained in good yield. A treatment of 5α-cholestan-3-one with CS in methanol produced 2-acetal 3-ester of 2,3-seco derivative in good yield. The effects of cerium(IV) and copper(II) salts are also discussed.
- He, Liangyou,Horiuchi, C. Akira
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p. 2515 - 2521
(2007/10/03)
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