Lewis Acid and Fluoroalcohol Mediated Nucleophilic Addition to the C2 Position of Indoles

被引：41

作者：

Morimoto, Naoki ^{[1
]}

Morioku, Kumika ^{[2
]}

Suzuk, Hideyuki ^{[3
]}

Takeuchi, Yasuo ^{[1
]}

Nishina, Yuta ^{[3
,4
]}

机构：

[1] Okayama Univ, Grad Sch Med Dent & Pharmaceut Sci, Div Pharmaceut Sci, Kita Ku, Okayama 7008530, Japan

[2] Okayama Univ, Fac Engn, Dept Appl Chem & Biotechnol, Kita Ku, Okayama 7008530, Japan

[3] Okayama Univ, Res Core Interdisciplinary Sci, Kita Ku, Okayama 7008530, Japan

[4] Japan Sci & Technol Agcy, Precursory Res Embryon Sci & Technol, 4-1-8 Honcho, Kawaguchi, Saitama 3320012, Japan

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 09期

关键词：

N-ACETYL INDOLES; HETEROCYCLIC CHEMISTRY; AROMATIC HETEROCYCLES; BUILDING-BLOCKS; DERIVATIVES; BENZOFUROINDOLINES; FUNCTIONALIZATION; STEREOCHEMISTRY; HYDROARYLATION; CONSTRUCTION;

D O I：

10.1021/acs.orglett.6b00629

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indole readily undergoes nucleophilic substitution at the C3 site, and many indole derivatives have been functionalized using this property. Indole also forms indolium, which allows electrophilic addition in acidic conditions, but current examples have been limited to intramolecular reactions. C2 site-selective nucleophilic addition to indole derivatives using fluoroalcohol and a Lewis acid was developed.

引用

页码：2020 / 2023

页数：4

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