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Synthesis of Fluoromethylated Chromones and Their Heteroatom Analogues via Sodium Fluoromethanesulfinate-Enabled Direct Fluoromethylation
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-12-20 , DOI: 10.1021/acs.joc.3c02301
Kaiyue Yang 1 , Dongxue Yin 1 , Yuli Sun 1 , Zhifang Yang 1 , Yadong Li 1 , Lingzhi Xu 1 , Yunfei Du 1
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An array of biologically interesting tri/difluoromethylated chromones and their heteroatom analogues were conveniently synthesized from the reaction of chromones and their heteroatom analogues with CF3SO2Na or HCF2SO2Na in the presence of tert-butyl hydroperoxide under mild conditions. A mechanistic pathway involving the generation of the electrophilic tri/difluoromethyl radical, followed with the radical substitution of chromones and their heteroatom analogues, was postulated.

中文翻译:

通过氟甲亚磺酸钠直接氟甲基化合成氟甲基化色酮及其杂原子类似物

在叔丁基过氧化氢存在下,在温和条件下,通过色酮及其杂原子类似物与CF 3 SO 2 Na或HCF 2 SO 2 Na的反应,方便地合成了一系列具有生物学意义的三/二甲基化色酮及其杂原子类似物。假设了一种机械途径,涉及亲电三/二氟甲基自由基的产生,然后是色酮及其杂原子类似物的自由基取代。
更新日期:2023-12-20
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