Aryldiazonium Salt-Triggered [2+2+1] Heteroannulation of Indoles by an Arylhydrazone Radical-Relayed 1,5-Hydrogen Atom Transfer

被引:4
|
作者
Ouyang, Jun-Yao [1 ]
Shen, Fang-Fang [1 ]
Zhao, Han-Qing [1 ]
Chen, Jia-Jie [1 ]
Wen, Zhu-Dong [1 ]
Jiang, Hui-Min [1 ]
Qin, Jing-Hao [1 ]
Sun, Qing [1 ]
Li, Jin-Heng [2 ,3 ,4 ]
Ouyang, Xuan-Hui [1 ]
机构
[1] Nanchang Hangkong Univ, Key Lab Jiangxi Prov Persistent Pollutants Control, Nanchang 330063, Peoples R China
[2] Qingdao Univ Sci, Coll Chem, State Key Lab Base Ecochem Engn, Qingdao 266042, Peoples R China
[3] Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
[4] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
关键词
C-H FUNCTIONALIZATION; LIGHT; DERIVATIVES; GENERATION;
D O I
10.1021/acs.orglett.3c02373
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented three-component [2 + 2 + 1] annulation cascade of indoles with aryldiazonium salts and polyhalomethanes or acetone is presented by dual hydrogen atom transfer (HAT) and C-H functionalization. By employing readily accessible aryldiazonium salts as the radical initiators and electrophiles and polyhalomethanes and acetone as the C1 units, this method unprecedentedly constructs a pyrazole ring on an indole ring skeleton through the formation of two C-N bonds and a C-C bond in a single reaction.
引用
收藏
页码:6549 / 6554
页数:6
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