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Synthesis of tetrafluorinated piperidines from nitrones via a visible-light-promoted annelation reaction
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-12-29 , DOI: 10.3762/bjoc.16.260
Vyacheslav I Supranovich , Igor A Dmitriev , Alexander D Dilman

A method for the one-step construction of 3,3,4,4-tetrafluorinated piperidines from nitrones and readily accessible tetrafluorinated iodobromobutane is described. The reaction requires an excess amount of ascorbic acid as the terminal reductant and is performed in the presence of an iridium photocatalyst activated by blue light. The annelation is a result of a radical addition at the nitrone, intramolecular nucleophilic substitution, and reduction of the N–O bond.

中文翻译:

通过可见光促进的脱核反应由硝酮合成四氟哌啶

描述了一种由硝酮和容易获得的四氟碘溴丁烷一步构建3,3,4,4-四氟哌啶的方法。该反应需要过量的抗坏血酸作为末端还原剂,并在被蓝光激活的铱光催化剂的存在下进行。失配是在硝酮上自由基加成,分子内亲核取代和N–O键还原的结果。
更新日期:2020-12-29
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