通过自由基 C-C 键断裂直接 C-H 氰基烷基化喹喔啉-2(1H)-酮。
Direct C-H Cyanoalkylation of Quinoxalin-2(1H)-ones via Radical C-C Bond Cleavage.
机构信息
Department of Chemistry, School of Science, and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University , Xi'an 710049, China.
出版信息
Org Lett. 2018 Feb 16;20(4):1034-1037. doi: 10.1021/acs.orglett.7b03984. Epub 2018 Jan 24.
An efficient synthesis of cyanoalkylated heteroarenes via iron-catalyzed direct C-H cyanoalkylation of heteroarenes has been developed. Structurally diverse cyanoalkyl motifs generated through C-C bond cleavage of cyclobutanone oxime esters have been introduced into quinoxalin-2(1H)-ones, flavone, benzothiazoles, and caffeine in good to excellent yields. Remarkably, less-strained cyclopentanone and unstrained cyclohexanone oxime esters were also amenable substrates in this cyanoalkylation reaction.
通过铁催化的杂芳烃直接 C-H 氰烷基化反应，高效合成了氰烷基化杂芳烃。通过环丁酮肟酯的 C-C 键断裂生成的结构多样的氰烷基取代基已被引入到喹喔啉-2(1H)-酮、黄酮、苯并噻唑和咖啡因中，产率良好至优秀。值得注意的是，在这个氰烷基化反应中，较少应变的环戊酮和未应变的环己酮肟酯也是合适的底物。
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