1,5,6,7-四氢-4H-吲哚-4-酮

C₈H₉NO

135.16

MFCD00075438

24861947

NA.22

Iodination of 1,5,6,7-tetrahydro-4H-indol-4-one using 1-chloromethyl­-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetra­fluoroborate) yields α-iodo derivative as the main product.

• Reactant in synthesis of psammopemmin A as antitumor agent
• Reactant in synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoesters and tricyclic tetrahydrobenzindoles via C-H insertion reactions
• Reactant in preparation of tricyclic indole and dihydroindole derivatives as inhibitors of guanylate cyclase
• Reactant in preparation of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of (halobenzyl)pyrroles
• Reactant in enantioselective preparation of arylalkenyl indoles via asymmetric C-H insertion of rhodium carbenoids followed by Cope rearrangement-elimination

1,5,6,7-Tetrahydro-4H-indol-4-one may be used in the preparation of:

• 4-oxo-4,5,6,7-tetrahydro-1H-indole-2-carbonitrile
• methyl 2-(4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)acrylate
• 3-(4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)propanenitrile
• potent and orally active 5-HT1A agonists, (R)-(+)- and (S)-(-)-1-formyl-6,7,8,9-tetrahydro-N,N-dipropyl-3H-benz[e]indol-8-amines

100

98%

188-190 ℃ (lit.)

O=C1CCCc2[nH]ccc12

1S/C8H9NO/c10-8-3-1-2-7-6(8)4-5-9-7/h4-5,9H,1-3H2

KASJZXHXXNEULX-UHFFFAOYSA-N

5 g in glass bottle

GHS07

Warning

H315 - H319 - H335

P302 + P352 - P305 + P351 + P338

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Respiratory system

11 - Combustible Solids

WGK 3

dust mask type N95 (US), Eyeshields, Gloves