Synthesis of Indoles via Domino Reactions of 2-Methoxytoluene and Nitriles

被引：5

作者：

Kou, Song ^{[1
]}

Huo, Jingqian ^{[1
]}

Wang, Ying ^{[1
]}

Sun, Susu ^{[1
]}

Xue, Fei ^{[2
]}

Mao, Jianyou ^{[3
]}

Zhang, Jinlin ^{[1
]}

Chen, Lai ^{[1
]}

Walsh, Patrick J. ^{[4
]}

机构：

[1] Hebei Agr Univ, Coll Plant Protect, Baoding 071001, Peoples R China

[2] Nanjing Forestry Univ, Inst Mat Phys & Chem, Coll Sci, Nanjing 210037, Peoples R China

[3] Nanjing Tech Univ, Inst Adv Synth, Sch Chem & Mol Engn, Nanjing 211816, Peoples R China

[4] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 88卷 / 08期

基金：

中国国家自然科学基金; 美国国家科学基金会;

关键词：

ARYLATION; 2-ARYLINDOLES; SCAFFOLD; POTENT;

D O I：

10.1021/acs.joc.2c02128

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Arylindoles are privileged structures widely present in biologically active molecules. New sustainable synthetic routes toward their synthesis are, therefore, in high demand. Herein, a mixed base-promoted benzylic C-H deprotonation of commercially available ortho-anisoles, addition of the resulting anion to benzonitriles, and SNAr to displace the methoxy group provide indoles. A diverse array of 2-arylindoles is prepared with good yields (>30 examples, yields up to 99%) without added transition metal catalysts.

引用

页码：5147 / 5152

页数：6

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