68438-39-1

Basic information

• Product Name: 1-Acetyl-6-fluoro-1,2-dihydro-indol-3-one
• Synonyms: 1-Acetyl-6-fluoro-1,2-dihydro-indol-3-one
• CAS NO: 68438-39-1
• Molecular Formula: C10H8FNO2
• Molecular Weight: 193.1744232
• Mol File: 68438-39-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 123-126 °C
• Boiling Point: 439.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.364±0.06 g/cm3(Predicted)
• PKA: -2.99±0.20(Predicted)
• CAS DataBase Reference: 1-Acetyl-6-fluoro-1,2-dihydro-indol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Acetyl-6-fluoro-1,2-dihydro-indol-3-one(68438-39-1)
• EPA Substance Registry System: 1-Acetyl-6-fluoro-1,2-dihydro-indol-3-one(68438-39-1)

Safety Data

• Hazardous Substances Data: 68438-39-1(Hazardous Substances Data)

Usage

Derivative of

Indole (a heterocyclic aromatic organic compound)

Structural features

Fluorine group attached to the indole ring
Acetyl group attached to the indole ring

Application

Building block in the synthesis of various pharmaceuticals and other organic compounds

Relevance

Valuable intermediate in organic chemistry

Potential uses

Development of new drugs and compounds with medicinal applications

Upstream product

• 2795-41-7 6-fluoro-1H-indole-3-carbaldehyde 
• 108-24-7 acetic anhydride 
• 2252-51-9 2-choro-4-fluorobenzoic acid 
• 2713-68-0 2-(carboxymethyl-amino)-4-fluoro-benzoic acid 
• 1006-41-3 2-bromo-4-fluorobenzoic acid 
• 3798-90-1 3-acetoxy-1-acetyl-6-fluoro-indole 

Downstream Products

• 1310369-77-7 C₁₉H₂₀BrFN₂O₃S 
• 1310369-83-5 C₁₉H₂₀BrFN₂O₃S 

Relevant articles and documents

Palladium-catalyzed α-arylation of indolin-3-ones

A method for the catalytic α-arylation of indolin-3-ones was developed. The catalytic system comprising Pd(dba)2 and PAd3 was found to be optimal for the transformation. The protocol features broad functional group compatibility in that a range of arylated indoxyl derivatives bearing a fully substituted carbon center was synthesized with high efficiency. A preliminary bioassay study revealed that the selected indole-substituted indolin-3-ones exhibit favorable cytotoxic activities against HCT-116 cancer cell line.

N-heterocyclic carbene-catalyzed enantioselective annulation of indolin-3-ones with bromoenals

N-Heterocyclic carbene-catalyzed reactions of indolin-3-ones with 2-bromoenals opened an asymmetric access to 3,4-dihydropyrano[3,2-b]indol-2(5 H)-ones in good yields and with good to excellent enantioselectivities. This protocol tolerates a broad substrate scope. In addition, a possible mechanism for the annulation reaction is presented. More NHC-organocatalysis: N-Heterocyclic carbene-catalyzed reactions of indolin-3-ones with 2-bromoenals opened an asymmetric access to 3,4-dihydropyrano[3,2-b]indol-2(5 H)-ones in good yields and with good to excellent enantioselectivities. This protocol tolerates a broad substrate scope. In addition, a possible mechanism for the annulation reaction is presented.