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通过 SO 插入和自由基级联环化反应,合成芳基磺酰基取代的吲哚并[2,1-a]异喹啉酮和苯并咪唑并[2,1-a]异喹啉-6(5H)-酮的三组分合成。

Three-component synthesis of arylsulfonyl-substituted indolo[2,1-]isoquinolinones and benzimidazo-[2,1-]isoquinolin-6(5)-ones by SO insertion and radical cascade cyclization.

机构信息

School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Changzhou University, Changzhou 213164, P. R. China.

School of Chemical and Environmental Engineering, Jiangsu University of Technology, Changzhou 213001, P. R. China.

出版信息

Org Biomol Chem. 2022 Apr 13;20(15):3067-3071. doi: 10.1039/d2ob00409g.

Abstract

An efficient arylsulfonylation/cyclization of 2-aryl--methacryloyl indoles with potassium metabisulfite and aryldiazonium tetrafluoroborates was developed. A series of variously substituted arylsulfonyl indolo[2,1-]isoquinolin-6(5)-ones were formed in moderate to good yields utilization of the nature abundant inorganic salt potassium metabisulfite as a SO surrogate. Additionally, this three-component protocol can also be employed for the synthesis of arylsulfonyl-substituted benzimidazo-[2,1-]isoquinolin-6(5)-ones.

摘要

开发了一种高效的 2-芳基-丙烯酰基吲哚与重亚硫酸钾和芳基重氮四氟硼酸盐的芳基磺酰化/环化反应。利用自然界丰富的无机盐重亚硫酸钾作为 SO 替代物,以中等至良好的收率形成了一系列各种取代的芳基磺酰基吲哚并[2,1-]异喹啉-6(5)-酮。此外,该三组分方案还可用于合成芳基磺酰基取代的苯并咪唑并[2,1-]异喹啉-6(5)-酮。

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