Cyclohexenynone Precursors: Preparation via Oxidative Dearomatization Strategy and Reactivity
Cyclohexenynone Precursors: Preparation via Oxidative Dearomatization Strategy and Reactivity
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环己烯酮前体：通过氧化脱芳构化策略和反应性制备
DOI：
10.1021/jacs.8b08915
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发表时间：
2018
影响因子：
15
通讯作者：
Yang Li
中科院分区：
文献类型：
--
作者：
Dachuan Qiu;Jiarong Shi;Qianyu Guo;Qiuxia Xu;Baosheng Li;Yang Li
通过芳烃前体的氧化脱芳构化，成功地开发了一种独特的制备环己烯酮类化合物的方法，该方法在目标环上具有多个官能团。活化后，这些在环境中形成的环己烯酮中间体与各种捕捉剂表现出良好的到极好的反应活性。此外，芳基烯丙基亚砜还发现了一个前所未有的级联反应，通过同时引入一个亲核剂和两个亲电剂，揭示了炔键的更深层次的利用。
A unique approach toward the preparation of cyclohexenynone equivalents was successfully developed via oxidative dearomatization of aryne precursors, featuring multiple functionalities on the target rings. Upon activation, thesein situformed cyclohexenynone intermediates exhibit good to excellent reactivity with various trapping agents. Moreover, an unprecedented cascade was discovered with aryl allyl sulfoxides, revealing a deeper utilization of the alkyne bond by concomitantly introducing one nucleophile and two electrophiles.