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Merck

632422

Sigma-Aldrich

吲哚-4-甲醛

97%

别名:

4-吲哚甲醛

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About This Item

经验公式(希尔记法):
C9H7NO
CAS号:
分子量:
145.16
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:

化驗

97%

形狀

solid

mp

139-143 °C (lit.)

SMILES 字串

O=Cc1cccc2[nH]ccc12

InChI

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

InChI 密鑰

JFDDFGLNZWNJTK-UHFFFAOYSA-N

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一般說明

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.

應用

  • 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

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


分析证书(COA)

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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)
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
Synthesis of (-)-chanoclavine I.
Kardos N and Genet J-P.
Tetrahedron Asymmetry, 5(8), 1525-1533 (1994)
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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