Rhodium(iii)-catalyzed mild and regioselective dearomative spirocyclization of 2-aryl-3-nitrosoindoles with alkynes

被引：5

作者：

Li, Cheng ^{[1
]}

Zhao, Bin ^{[1
]}

Mao, Guojiang ^{[2
]}

Deng, Guo-Jun ^{[1
]}

机构：

[1] Xiangtan Univ, Coll Chem, Key Lab Green Organ Synth & Applicat Hunan Prov, Key Lab Environm Friendly Chem, Xiangtan 411105, Peoples R China

[2] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 46期

基金：

中国国家自然科学基金;

关键词：

INDOLE ALKALOIDS; DISCOVERY;

D O I：

10.1039/d3cc01940c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, we develop a Rh(iii)-catalyzed intermolecular regioselective dearomative spirocyclization of 2-aryl-3-nitrosoindoles with alkynes, featuring the redox-neutral and atom-economic construction of spiroindoline-3-one oximes bearing a C2 spirocyclic quaternary carbon center under mild conditions. Both aryl alkyl alkynes and 1,3-diynes generally proceeded smoothly in the reaction with moderate to good regioselectivities. DFT calculations provided in-depth insights into the reaction mechanism and disclosed the origins of the regioselectivities.

引用

页码：7044 / 7047

页数：4

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