422223
3-(Trifluoroacetyl)indole
99%
Synonym(s):
3-Indolyl trifluoromethyl ketone
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About This Item
Empirical Formula (Hill Notation):
C10H6F3NO
CAS Number:
Molecular Weight:
213.16
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
InChI
1S/C10H6F3NO/c11-10(12,13)9(15)7-5-14-8-4-2-1-3-6(7)8/h1-5,14H
SMILES string
FC(F)(F)C(=O)c1c[nH]c2ccccc12
InChI key
LCMDCXWSHDFQKP-UHFFFAOYSA-N
assay
99%
mp
211-214 °C (lit.)
General description
3-(Trifluoroacetyl)indole is a heterocyclic trifluoromethyl ketone. One of the methods reported for its synthesis is by the reaction of indole with trifluoroacetic anhydride.
Application
- Reactant for enantioselective synthesis of indoles via palladium-catalyzed kinetic asymmetrical alkylation
- Reactant for preparation of N-pyridinyl indolecarboxamides via amidation of aminopyridine derivatives. with indolecarboxylic acid
- Reactant for preparation of mast cell tryptase inhibitors, starting from indoles; using amidation as the key step
- Reactant for formation of Michael adducts via Baylis-Hillman reaction
- Reactant for preparation of indolecarboxamides via haloform cleavage of (trifluoroacetyl)indole with lithium dialkylamides
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Synthesis of indole-3-carboxamides via a haloform cleavage reaction of 3-trifluoroacetylindole with lithium dialkylamides.
Hassinger HL, et al
Tetrahedron Letters, 39(20), 3095-3098 (1998)
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