摘要/Abstract

在有机合成化学中, 硝酮作为有机合成中重要的1,3-偶极子, 由于其具有稳定性好、易合成和反应活性高等优点, 能够参与各种有机合成反应, 如氧转移反应、环加成反应、重排反应以及C—H键活化等, 可以用于合成各种各样的杂环化合物, 是进一步构建复杂分子的重要有机砌块. 近年来, α,β-不饱和硝酮由于其α,β-不饱和键具有较强的化学转化能力, 可以参与各种新型的化学转化合成结构新颖的杂环化合物, 从而引起了合成化学家的广泛关注. 综述了近十年来α,β-不饱和硝酮合成的新策略, 及其应用于构建各类骨架新颖的含氮杂环化合物, 包括氧转移反应、与亲核试剂或自由基的加成反应以及各种环加成反应.
关键词: α,β-不饱和硝酮, 环加成反应, 1,3-偶极子, 氮杂环化合物, 串联反应
Nitrones, served as one of the most important 1,3-dipoles in organic synthetic chemistry, can participate in various organic synthetic reactions to synthesize various heterocyclic compounds, such as nucleophilic addition, cycloaddition reaction, rearrangement reaction, C—H bond activation, etc. They are very important organic building blocks for the further construction of complex molecules. In recent years, α,β-unsaturated nitrone has attracted widespread attention from synthetic chemists because of its α,β-unsaturated bond containing rich chemical transformations, and can take part in various new chemical conversions to construct new structural heterocyclic compounds. The new strategies for the preparation of α,β-unsaturated nitrones in the past ten years, and their applications to construct nitrogen heterocyclic compounds, including O-transfer reaction, addition of nucleophiles and radical reagents, and various cycloaddition reactions, are reviewed.
Key words: α,β-unsaturated nitrone, cycloaddition reaction, 1,3-dipole, N-heterocyclic compound, cascade reaction


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