Hypervalent-Iodine-Mediated Carbon–Carbon Bond Cleavage and Dearomatization of 9H-Fluoren-9-ols
Hypervalent-Iodine-Mediated Carbon–Carbon Bond Cleavage and Dearomatization of 9H-Fluoren-9-ols
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高价碘介导的碳-碳键断裂和 9H-Fluoren-9-ols 的脱芳构化
DOI：
10.1002/anie.201913373
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发表时间：
2020
期刊：
影响因子：
--
通讯作者：
Zhenhua Gu
中科院分区：
文献类型：
--
作者：
Ruixian Deng;Shuming Zhan;Chunyu Li;Zhenhua Gu
报道了由高价碘介导的9 H-芴-9-醇无过渡金属合成螺环化合物的方法。在该反应中，提出了叔烷氧基碘（III）的前所未有的β-碳消除以形成新的二芳基碘鎓盐。所获得的苯酚中间体经历氧化脱芳构化以提供一类氧代-螺环化合物。这种多米诺反应显著增加了这些分子的复杂性，并显示出优异的区域和立体选择性。
A transition‐metal‐free synthesis of spiro compounds from 9H‐fluoren‐9‐ols mediated by hypervalent iodine is reported. In this reaction, an unprecedented β‐carbon elimination of tertiary alkoxyliodine(III) to form new diaryliodonium salts is proposed. The obtained phenol intermediates undergo oxidative dearomatization to furnish a class of oxo‐spiro compounds. This domino reaction significantly increases the complexity of these molecules and shows excellent regio‐ and stereoselectivity.