Reaktion #80887

ord-7186f49c7b7e4d1fbb08b8b3540eddf4

Reaktionsgleichung

C1=C(c2cc3ccccc3[nH]2)Cc2ccccc21
2-(2-indenyl)indole
CCOC(=O)/C=C\C#N
ethyl cis-β-cyanoacrylate
→
O=C1C=CC2=Nc3ccccc3C2=C1
6-oxo carbazole

Edukte

—
2-(heteroaryl)indole
—
2-(aryl)indole
C1=C(c2cc3ccccc3[nH]2)Cc2ccccc21
2-(2-indenyl)indole
CCOC(=O)/C=C\C#N
ethyl cis-β-cyanoacrylate

Reagenzien

Keine

Lösungsmittel

[Cl][Sn]([Cl])([Cl])[Cl]
SnCl4
[Al+3].[Cl-].[Cl-].[Cl-]
AlCl3
C[CH2][Al]([Cl])[Cl]
EtAlCl2
C[CH2][Al]([Cl])[CH2]C
Et2AlCl
O=C(O)C(F)(F)F
TFA
ClCCl
CH2Cl2
Cc1ccccc1
toluene

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In Method B (FIG. 2), a 2-(heteroaryl)indole derivative (1-3), or 2-(aryl)indole derivative such as 2-(2-indenyl)indole 4 is reacted with ethyl cis-β-cyanoacrylate in the presence of a catalyst such as SnCl4, AlCl3, EtAlCl2, Et2AlCl or TFA in CH2Cl2, C2H4Cl2 or toluene as solvent to give the 6-oxo carbazole compounds of formula I of the invention.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05616724uspto-grants-1997_04