A cobalt‐promoted electrochemical 1,2‐diarylation of alkenes with electron‐rich aromatic hydrocarbons via direct dual C−H functionalizations is described, which employs a radical relay strategy to produce polyaryl‐functionalized alkanes. Simply by using graphite rod cathode instead of platinum plate cathode, chemoselectivity of this radical relay strategy is shifted to the dehydrogenative [2+2+2] cycloaddition via 1,2‐diarylation, annulation, and dehydrogenation cascades leading to complex 11,12‐dihydroindolo[2,3‐a]carbazoles. Mechanistical studies indicate that a key step for the radical relay processes is transformations of the aromatic hydrocarbons to the aryl sp²‐hybridized carbon‐centered radicals via deprotonation of the corresponding aryl radical cation intermediates with bases.

中文翻译：

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富含电子的芳烃的直接双C–H官能化作用使烯烃的1,2-二芳基化

描述了通过直接双CH功能将钴与富电子芳烃进行烯烃促进的电化学1,2-二芳基化反应，该方法采用自由基中继策略来生产聚芳基官能化的烷烃。只需使用石墨棒阴极而不是铂板阴极，这种自由基中继策略的化学选择性就可以通过1,2-二芳基化，环化和脱氢级联反应转变为脱氢[2 + 2 + 2]环加成反应，从而形成复杂的11,12-二氢吲哚[2,3- a ]咔唑。机理研究表明，自由基中继过程的关键步骤是将芳烃转化为芳基sp ²通过使相应的芳基自由基阳离子中间体与碱去质子化，使碳中心自由基杂交。