The Selective Oxidation of Active Carbon-Hydrogen Bonds in Carbonyl Compounds, Benzylic Compounds and Fused Ring Aromatic Hydrocarbons with ACC

Chem. J. Chinese Universities ›› 1993, Vol. 14 ›› Issue (6): 809.

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The Selective Oxidation of Active Carbon-Hydrogen Bonds in Carbonyl Compounds, Benzylic Compounds and Fused Ring Aromatic Hydrocarbons with ACC

LIU Liang-Xian, CHEN Mi-Feng, CAI Kun

Department of Chemistry, Henan Normal University, Xinxiang, 453002

Received:1992-06-25 Revised:1992-12-21 Online:1993-06-24 Published:1993-06-24

Abstract

Abstract: This paper reports a new oxidant--NH₄CrO₃Cl(ACC) which is the most inexpensive oxi-dant in oxochromium (Ⅵ)--amine oxidants and can be prepared easily.ACCis able to oxidate selectively active carbon-hydrogen bonds in carbonyl compounds, benzylic compounds and fused ring aromatic hydrocarbons.It is an efficient reagent with which the α-methyl or α-methylene groups in carbonyl compounds can be oxidized selectively into corresponding 1,2-dicarbonyl compounds by using ACC.The cycloketone can be oxidized into α, β-cyclic enone with a high efficiency; the benzylic methylene groups into benzylic ketones with good yield; and the fused ring aromatic hydrocarbons into quinones with a moderate yield.

Key words: Selective oxidation, Selective oxidant, Ketone, Quinone, 1,2-Dicarbonyl compound

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LIU Liang-Xian, CHEN Mi-Feng, CAI Kun . The Selective Oxidation of Active Carbon-Hydrogen Bonds in Carbonyl Compounds, Benzylic Compounds and Fused Ring Aromatic Hydrocarbons with ACC[J]. Chem. J. Chinese Universities, 1993, 14(6): 809.

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The Selective Oxidation of Active Carbon-Hydrogen Bonds in Carbonyl Compounds, Benzylic Compounds and Fused Ring Aromatic Hydrocarbons with ACC

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