Oxidative Homologation of Aldehydes to α‐Ketoaldehydes by using Iodoform, o‐Iodoxybenzoic Acid, and Dimethyl Sulfoxide
作者： Andrea Zall , Dennis Bensinger , Boris Schmidt
关键词: Oxide 、 Oxidative phosphorylation 、 O-iodoxybenzoic acid 、 Aryl 、 Iodoform 、 Oxygen transfer 、 Organic chemistry 、 Chemistry 、 Dimethyl sulfoxide
摘要: An efficient three-step synthetic route to α-ketoaldehydes starting from aryl aldehydes is reported. The were treated with iPrMgCl and iodoform obtain β-diiodoalcohols, which then oxidized o-iodoxybenzoic acid at room temperature the corresponding β-diiodoketones. Subsequent reaction of β-diiodoketone α-ketoaldehyde occurred under oxygen transfer dimethyl sulfoxide. These sensitive products in situ cyclized o-phenylenediamine form stable monosubstituted quinoxalines, could be characterized isolated easily.
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