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Generation of Aryl Radicals from Aryl Halides: Rongalite-Promoted Transition-Metal-Free Arylation
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2019-07-16 00:00:00 , DOI: 10.1021/acs.joc.9b01113 Fazhi Yu 1 , Runyu Mao 1 , Mingcheng Yu 1 , Xianfeng Gu 1 , Yonghui Wang 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2019-07-16 00:00:00 , DOI: 10.1021/acs.joc.9b01113 Fazhi Yu 1 , Runyu Mao 1 , Mingcheng Yu 1 , Xianfeng Gu 1 , Yonghui Wang 1
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A new and practical method for the generation of aryl radicals from aryl halides is reported. Rongalite as a novel precursor of super electron donors was used to initiate a series of electron-catalyzed reactions under mild conditions. These transition-metal-free radical chain reactions enable the efficient formation of C–C, C–S, and C–P bonds through homolytic aromatic substitution or SRN1 reactions. Moreover, the synthesis of antipsychotic drug Quetiapine was performed on gram scale through the described method. This protocol demonstrated its potential as a promising arylation method in organic synthesis.
中文翻译：
从芳基卤化物生成芳基自由基：荣格石促进的过渡金属无芳基化
报道了一种从芳基卤化物产生芳基的新的实用方法。菱铁矿作为超电子给体的新型前体被用于在温和条件下引发一系列电子催化的反应。这些过渡金属自由基链反应可通过均相芳族取代或S RN 1反应有效地形成C–C，C–S和C–P键。此外，通过所述方法以克为单位进行了抗精神病药物喹硫平的合成。该方案证明了其作为有机合成中有希望的芳构化方法的潜力。
更新日期：2019-07-16
中文翻译：
从芳基卤化物生成芳基自由基：荣格石促进的过渡金属无芳基化
报道了一种从芳基卤化物产生芳基的新的实用方法。菱铁矿作为超电子给体的新型前体被用于在温和条件下引发一系列电子催化的反应。这些过渡金属自由基链反应可通过均相芳族取代或S RN 1反应有效地形成C–C，C–S和C–P键。此外，通过所述方法以克为单位进行了抗精神病药物喹硫平的合成。该方案证明了其作为有机合成中有希望的芳构化方法的潜力。
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