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Merck
CN
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文件

678023

Sigma-Aldrich

4,7-二甲氧基-1,10-菲咯啉

97%

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别名:
4,7-Dimethoxy-1,10-phenanthrolin
经验公式（希尔记法）:
C14H12N2O2
CAS号:
92149-07-0
分子量:
240.26
MDL编号:
MFCD00233883
UNSPSC代码:
12352300
PubChem化学物质编号:
24885413
NACRES:
NA.22

质量水平

100

检测方案

97%

形式

solid

反应适用性

reagent type: ligand

mp

197-212 °C

SMILES字符串

COc1ccnc2c1ccc3c(OC)ccnc23

InChI

1S/C14H12N2O2/c1-17-11-5-7-15-13-9(11)3-4-10-12(18-2)6-8-16-14(10)13/h3-8H,1-2H3

InChI key

ZPGVCQYKXIQWTP-UHFFFAOYSA-N

相关类别

一般描述

4,7-二甲氧基-1,10-菲咯啉是一种有机化合物，可用作化学合成中的高效配体。在铜催化剂存在的情况下，它与芳基碘和芳基溴进行咪唑的N-芳基化。使用该催化剂可以进行各种受阻和功能化咪唑和芳基卤的转化反应。

应用

用于 Cu-催化的咪唑 N-芳基化的配体

警示用语：

Danger

危险声明

H302,H318,H400

危险分类

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

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Artis Klapars et al.
Journal of the American Chemical Society, 124(25), 7421-7428 (2002-06-20)
An experimentally simple and inexpensive catalyst system was developed for the amidation of aryl halides by using 0.2-10 mol % of CuI, 5-20 mol % of a 1,2-diamine ligand, and K(3)PO(4), K(2)CO(3), or Cs(2)CO(3) as base. Catalyst systems based on
Ryan A Altman et al.
Organic letters, 9(4), 643-646 (2007-02-09)
With use of Cu-based catalysts, 2- and 4-hydroxypyridines were N-arylated in modest to excellent yields. In the case of 2-hydroxypyridine, the use of 4,7-dimethoxy-1,10-phenanthroline, 3, expanded the scope of previous literature reports to include the use of N-containing heteroaryl halides
Li, C. S.; Dixon, D. D.
Tetrahedron Letters, 45, 4257-4257 (2004)
Ryan A Altman et al.
Organic letters, 8(13), 2779-2782 (2006-06-16)
[reaction: see text] 4,7-Dimethoxy-1,10-phenanthroline (L) was found to be an efficient ligand for the copper-catalyzed N-arylation of imidazole with aryl iodides and bromides under mild conditions. A variety of hindered and functionalized imidazoles and aryl halides were transformed in good
Ryan A Altman et al.
The Journal of organic chemistry, 72(16), 6190-6199 (2007-07-13)
4,7-Dimethoxy-1,10-phenanthroline (L1c) was found to be an efficient ligand for the copper-catalyzed N-arylation of imidazoles and benzimidazoles with both aryl iodides and bromides under mild conditions. Further optimization of the system has revealed that the addition of poly(ethylene glycol) accelerates

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