149681-66-3

Basic information

• Product Name: 1H-INDOLE-3-PROPANOIC ACID, 5-CYANO-
• Synonyms: 1H-INDOLE-3-PROPANOIC ACID, 5-CYANO-;5-cyanoindole-3-propionic acid
• CAS NO: 149681-66-3
• Molecular Formula: C₁₂H₁₀N₂O₂
• Molecular Weight: 214.22
• Mol File: 149681-66-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 496.7±30.0 °C(Predicted)
• Appearance: /
• Density: 1.36±0.1 g/cm3(Predicted)
• PKA: 4.59±0.10(Predicted)
• CAS DataBase Reference: 1H-INDOLE-3-PROPANOIC ACID, 5-CYANO-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-INDOLE-3-PROPANOIC ACID, 5-CYANO-(149681-66-3)
• EPA Substance Registry System: 1H-INDOLE-3-PROPANOIC ACID, 5-CYANO-(149681-66-3)

Safety Data

• Hazardous Substances Data: 149681-66-3(Hazardous Substances Data)

Upstream product

• 15861-24-2 1H-indole-5-carbonitrile 
• 79-10-7 acrylic acid 
• 10075-50-0 5-bromo-1H-indole 

Downstream Products

• 796856-67-2 2-benzyl-3-(5-cyano-1-triisopropylsilanyl-1H-indol-3-yl)-propionic acid methyl ester 

Relevant articles and documents

Synthesis of CF3-Containing Spirocyclic Indolines via a Red-Light-Mediated Trifluoromethylation/Dearomatization Cascade

A red-light-mediated nPr-DMQA+-catalyzed cascade intramolecular trifluoromethylation and dearomatization of indole derivatives with Umemoto's reagent has been developed. This protocol provides a facile and efficient approach for the construction of functionalized and potentially biologically important CF3-containing 3,3-spirocyclic indolines with moderate to high yields and excellent diastereoselectivities under mild conditions. The success of multiple gram-scale (1 and 10 g) experiments further highlights the robustness and practicality of this protocol and the merit of the employment of red light. Mechanistic studies support the formation of a crucial CF3 radical species and a dearomatized benzyl carbocation intermediate.

Amidinoindoles, amidinoazoles, and analogs thereof

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