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.

中文翻译：

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高价碘介导的碳-碳键裂解和9H-Fluoren-9-ols脱芳香化。

据报道，由高价碘介导的9H-芴-9-ols可以无过渡金属合成螺环化合物。在该反应中，提出了前所未有的β-碳消除叔烷氧基碘（III）以形成新的二芳基碘鎓盐的方法。所获得的苯酚中间体经过氧化脱芳香化作用以提供一类氧代-螺环化合物。这种多米诺骨牌反应显着增加了这些分子的复杂性，并显示出极好的区域选择性和立体选择性。