Electrochemical-induced radical allylation via the fragmentation of alkyl 1,4-dihydropyridines
作者:Xiaoping Chen、Xiaosheng Luo、Ping Wang
DOI:10.1016/j.tetlet.2022.153646
日期:2022.2
pharmaceuticals. As a radical precursor, its application is limited. Dihydropyridines (DHPs) can act as masked aldehydes, providing alkyl radicals under the activation of Lewis acid, heat, SET oxidant and light irradiation. Herein, we report the direct activation of 4-alkyl DHPs via single electron transfer at the anode. CC bond homolysis at the C4-position of DHP generated the corresponding alkyl radical, which
醛是天然产物和药物中丰富的化学基序。作为自由基前体,其应用受到限制。二氢吡啶(DHPs)可以作为掩蔽醛,在路易斯酸活化、热、SET氧化剂和光照射下提供烷基自由基。在这里,我们报告了通过阳极上的单电子转移直接激活 4-烷基 DHP 。DHP的C4位C -C键均裂产生相应的烷基自由基,随后被2-苯基和2-乙氧基羰基烯丙基溴捕获。以下分子内消除反应提供了 20 种不同的带有各种烷基取代基的自由基烯丙基化产物,产率高达 92%。