RhIII-Catalyzed C-H Allylation of Amides and Domino Cycling Synthesis of 3,4-Dihydroisoquinolin-1(2H)-ones with N-Bromosuccinimide

被引：26

作者：

Dai, Huimin ^{[1
]}

Yu, Chao ^{[1
]}

Lu, Changsheng ^{[1
]}

Yan, Hong ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 07期

基金：

中国国家自然科学基金;

关键词：

Allylation; C-H activation; Heterocycles; Synthetic methods; ELECTRON-DEFICIENT ARENES; CYCLOPENTADIENYL LIGANDS; HETEROCYCLE SYNTHESIS; ALLYLIC ACETATES; ROOM-TEMPERATURE; BOND ACTIVATION; ALKENES; ALKYNES; COPPER; ALKYLATION;

D O I：

10.1002/ejoc.201501551

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Rh-III-catalyzed C-H allylation of electron-deficient arenes, heteroarenes, and alkenes at room temperature was developed with allyl bromide. The reaction was carried out in diethyl ether without dehydration, and C-H activation was assisted by the directing anionic nitrogen of the aniline-derived amide. Following the allylation, a domino cycling synthesis of 3,4-dihydroisoquinolin-1(2H)-ones with N-bromosuccinimide (NBS) through intramolecular aminobromination of the introduced double bond was achieved.

引用

页码：1255 / 1259

页数：5

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