assay
97%
form
solid
mp
139-143 °C (lit.)
SMILES string
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
General description
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.
Application
- 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
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
法规信息
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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。
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)
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
Synthesis of (-)-chanoclavine I.
Kardos N and Genet J-P.
Tetrahedron Asymmetry, 5(8), 1525-1533 (1994)
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| 632422-1G | 04061826697900 |
| 632422-5G | 04061833356814 |