Reaktion #2479880

Reaktionsgleichung

2-(2-indenyl)indole

2-(2indenyl)indole

ethyl cis-β-cyanoacrylate

→

tan solid

Ausbeute 12.2%

13H-Indeno[2,3-a]pyrrolo[2,3-c]carbazole-6(6H)one

Ausbeute 12.2%

Lösungsmittel

trifluoroacetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was evaporated at reduced pressure
2. 2
   Sonstigethe residue was triturated with ether
3. 3
   SonstigeThe resulting solid was chromatographed (silica gel; EtOAc: hexanes; 1:1)

Vorschrift

A mixture of 2-(2-indenyl)indole 4 (75 mg; 0.32 mmol) and ethyl cis-β-cyanoacrylate (81 mg; 0.64 mmol) in trifluoroacetic acid (1 mL) was heated in a sealed reaction vial at 120° C. for 1 h., followed by 4 h at 160° C. The mixture was evaporated at reduced pressure and the residue was triturated with ether. The resulting solid was chromatographed (silica gel; EtOAc: hexanes; 1:1) to give 12 mg (12%) of tan solid product; mp 275°-280° C., MS (ES+) 310 (M+). This compound showed identical spectral data as that prepared in Method A.

Quelle