Silica gel-Mediated Friedel-Crafts Reaction of lndoles with Functionalized Nitroallylic Acetates via an SN1 Process

被引：2

作者：

Ho, Ching-Yin ^{[1
]}

Roy, Suparna ^{[1
]}

Chen, Yan-Ming ^{[1
]}

Chen, Kwunmin ^{[1
]}

机构：

[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan

来源：

JOURNAL OF THE CHINESE CHEMICAL SOCIETY | 2012年 / 59卷 / 08期

关键词：

Friedel-Crafts reaction; Indole; Nitroallylic acetate; Electrophile; S(N)1; CATALYZED ALLYLIC ALKYLATION; NONREARRANGED MONOTERPENOID UNIT; SIMPLE INDOLE ALKALOIDS; IONIC LIQUIDS; ARYL HALIDES; ALCOHOLS; BENZENE; LIGANDS; KETONES;

D O I：

10.1002/jccs.201100643

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An environmentally friendly Friedel-Crafts reaction was demonstrated between indoles and functionalized nitroallylic acetates in the presence of silica gel, providing the corresponding C-3-selective regioisomers in good to high overall chemical yields (70-93%).

引用

页码：940 / 946

页数：7

共 32 条

[31] Stereoselective synthesis of optically active 2-hydroxymandelic acids and esters via Friedel-Crafts coordinated reaction:: Crystal structure of chiral dichloro[2-(1-oxido-1-menthoxy-carbonylmethyl)-4-methoxyphenoxido-O,O,O]titanium
Bigi, F
Bocelli, G
Maggi, R
Sartori, G
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (14): : 5004 - 5009
[32] A convenient method for the synthesis of 4,4-diarylbut-1-enes via the successive allylation of aromatic aldehydes and the Friedel-Crafts alkylation reaction of aromatic nucleophiles with the intermediary benzyl silyl ethers using HfCl4 or Cl2Si(OTf)2
Shiina, I
Suzuki, M
Yokoyama, K
TETRAHEDRON LETTERS, 2002, 43 (36) : 6395 - 6398

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