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Merck
CN

632422

Sigma-Aldrich

吲哚-4-甲醛

97%

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别名:
4-吲哚甲醛
经验公式(希尔记法):
C9H7NO
CAS号:
分子量:
145.16
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:

检测方案

97%

形式

solid

mp

139-143 °C (lit.)

SMILES字符串

O=Cc1cccc2[nH]ccc12

InChI

1S/C9H7NO/c11-6-7-2-1-3-9-8(7)4-5-10-9/h1-6,10H

InChI key

JFDDFGLNZWNJTK-UHFFFAOYSA-N

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一般描述

Indole-4-carboxaldehyde participates in the synthesis of arcyriacyanin A. Synthesis of 4-indole-4-carboxaldehyde has been reported. Intramolecular Friedel-Crafts (FC) acylation of indole-4-carboxaldehyde has been reported.

应用

  • reactant in Biginelli reaction
  • reactant in synthesis of aurora kinase A inhibitors
  • reactant in preparation of antitumor agents
  • reactant in intramolecular Friedel-Crafts acylation
  • reactant in preparation of inhibitors of cell division in E. coli
  • reactant in synthesis of Hantzsch pyridine-containing Schiff bases

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 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, Faceshields, Gloves

法规信息

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Synthesis of Fused 4, 5-Disubstituted Indole Ring Systems by Intramolecular Friedel-Crafts Acylation of 4-Substituted Indoles.
Fillion E and Dumas AM.
The Journal of Organic Chemistry, 73(7), 2920-2923 (2008)
Synthesis of (-)-chanoclavine I.
Kardos N and Genet J-P.
Tetrahedron Asymmetry, 5(8), 1525-1533 (1994)
Total syntheses of clavine alkaloids by an intramolecular nitrone-olefin cycloaddition reaction.
Oppolzer W, et al.
Tetrahedron, 39(22), 3695-3705 (1983)
George A Kraus et al.
Organic letters, 10(14), 3061-3063 (2008-06-25)
The reaction of (2-aminobenzyl) triphenylphosphonium bromide with aromatic aldehydes or alpha,beta-unsaturated aldehydes under microwave-assisted conditions constitutes a new synthesis of 2-substituted indoles in high yields (81-97%) in a one-pot reaction. The adduct from indole-4-carboxaldehyde was an advanced intermediate in the
A New Synthesis method of indole-4-carboxaldehyde.
Wu Y-M, et al.
He Cheng Hua Xue / Chinese Journal of Synthetic Chemistry, 12, 333-335 (2004)

商品

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

傅-克酰基化反应是一种芳烃与酰氯或酸酐使用强路易斯酸催化剂的反应。该反应通过亲电芳族取代进行,形成单酰化产物。

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