A visible-light-induced radical-cascade selenocyanation/cyclization of N-alkyl-N-methacryloyl benzamides, 2-aryl-N-acryloyl indoles, and N-methacryloyl-2-phenylbenzimidazoles with potassium isoselenocyanate (KSeCN) was developed. The reactions were carried out with inexpensive KSeCN as a selenocyanation reagent, potassium persulfate as an oxidant, 2,4,6-triphenylpyrylium tetrafluoroborate as a bifunctional catalyst for phase-transfer catalysis, and photocatalysis. A library of selenocyanate-containing isoquinoline-1,3(2H,4H)-diones, indolo[2,1-a]isoquinoline-6(5H)-ones, and benzimidazo[2,1-a]isoquinolin-6(5H)-ones were achieved in moderate to excellent yields at room temperature under visible-light and ambient conditions. Importantly, the present protocol features mild reaction conditions, large-scale synthesis, simple manipulation, product derivatization, good functional group, and heterocycle tolerance.

中文翻译：

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KSeCN 可见光驱动双功能光催化自由基级联硒氰化/丙烯酰胺环化

开发了一种可见光诱导的N-烷基-N-甲基丙烯酰基苯甲酰胺、2-芳基-N-丙烯酰基吲哚和N-甲基丙烯酰基-2-苯基苯并咪唑与异硒氰酸钾 (KSeCN) 的自由基级联硒氰化/环化反应。该反应以廉价的KSeCN作为硒氰化试剂，过硫酸钾作为氧化剂，2,4,6-三苯基吡咯鎓四氟硼酸盐作为相转移催化和光催化的双功能催化剂进行。含硒氰酸盐的异喹啉-1,3(2 H ,4 H )-二酮、吲哚并[2,1- a ]异喹啉-6(5 H )-酮和苯并咪唑并[2,1- a ]异喹啉-的库6(5 H )-在室温、可见光和环境条件下以中等至优异的产率获得。重要的是，该方案具有反应条件温和、大规模合成、操作简单、产物衍生化、良好的官能团和杂环耐受性等特点。