Rhodium-Catalyzed [4+2] Cascade Annulation to Easy Access N-Substituted Indenoisoquinolinones

被引：8

作者：

Yue, Xuelin ^{[1
]}

Gao, Yijie ^{[1
]}

Huang, Junwei ^{[1
]}

Feng, Yadong ^{[2
]}

Cui, Xiuling ^{[1
]}

机构：

[1] Huaqiao Univ, Key Lab Fujian Mol Med, Sch Biomed Sci, Key Lab Precis Med,Engn Res Ctr Mol Med,Minist Edu, Xiamen 361021, Peoples R China

[2] Xiamen Med Coll, Engn Res Ctr Nat Cosmeceut Coll Fujian Prov, Dept Publ Hlth & Med Technol, Xiamen 361023, Fujian, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 16期

关键词：

TOPOISOMERASE-I INHIBITION; BIOLOGICAL EVALUATION; ANTIPROLIFERATIVE ACTIVITY; DNA INTERACTION; CYTOTOXICITY; BOND; ACTIVATION; COMPLEXES; ROUTE;

D O I：

10.1021/acs.orglett.3c01032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient approach for the synthesis of N substituted indenoisoquinolinones via rhodium(III)-catalyzed C- H bond activation/subsequent [4 + 2] cyclization starting from easily available 2-phenyloxazolines and 2-diazo-1,3-indandiones has been developed. A series of indeno[1,2-c]isoquinolinones were obtained in up to 93% yield through C-H functionalization, followed by intramolecular annulation, elimination, and ring opening in a "one pot manner" under mild reaction conditions. This protocol features excellent atom-and step-economy and provides a novel strategy for the synthesis of N-substituted indenoisoquinolinones and a chance to study their biological activities.

引用

页码：2923 / 2927

页数：5

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