ACC对羰基化合物、含苄基化合物及稠环芳烃中活泼碳氢键的选择性氧化

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

前文曾报道了几种以铵盐或氯化铵为配体与三氧化铬所形成的配合物(CH_3)_3NHCrO_3Cl、(CH_3)_2NH_2CrO_3Cl、CH_3NH_3CrO_3Cl和NH_4CrO_3CI。它们都是高效、温和的醇和肟类选择性氧化剂。其中,NH_4CrO_3Cl(ACC)是最廉价的,具有制备简单、性质稳定。

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. ACC is 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.