摘要/Abstract

富电子苯酚类化合物的位点选择性C—H键碘化是一个挑战性的反应. 报道了一类钯催化的、利用4-碘基-3-硝基苯甲醚为温和的碘化试剂, 实现无保护2-芳基苯酚和2-苯氧乙酸类化合物的C—H键碘化反应. 该反应适用于一系列富电子的苯酚类衍生物, 且能够获得优秀的位点选择性和良好的官能团耐受性. 结果表明, 对于具有挑战性底物的C—H键碘化, 经由形式复分解的C—H键碘化反应是一个潜在的有用方法.
关键词: C—H键碘化, 形式复分解, 位点选择性, 苯酚, 芳基碘化物, 钯催化
Site-selective C—H iodination of electron-rich phenols is a challenging reaction. A Pd(II)-catalyzed C—H iodination of free 2-aryl phenols and 2-phenoxyacetic acids using 4-iodo-3-nitroanisole as the mild iodinating reagent was reported. Excellent site-selectivity and good functional group tolerance were obtained with a range of electron rich phenol derivatives. These results suggest that C—H iodination via formal metathesis is a potentially useful method for C—H iodination of challenging substrates.
Key words: C—H iodination, formal metathesis, site-selectivity, phenol, aryl iodide, palladium catalysis


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