92039-39-9

Basic information

• Product Name: 1H-Indole, 2-pentyl-
• Synonyms: 2-n-pentylindole;1H-Indole,2-pentyl;2-Pentylindole;2-Pentyl-indol
• CAS NO: 92039-39-9
• Molecular Formula: C13H17N
• Molecular Weight: 187.285
• Mol File: 92039-39-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 2-pentyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 2-pentyl-(92039-39-9)
• EPA Substance Registry System: 1H-Indole, 2-pentyl-(92039-39-9)

Safety Data

• Hazardous Substances Data: 92039-39-9(Hazardous Substances Data)

Upstream product

• 628-71-7 1-Heptyne 
• 2727-71-1 N-(2-bromophenyl)-2,2,2-trifluoroacetamide 

Downstream Products

• 1397585-93-1 (E)-2-pentyl-3-styryl-1H-indole 

Relevant articles and documents

Assembly of conjugated enynes and substituted indoles via CuI/amino acid-catalyzed coupling of 1-alkynes with vinyl iodides and 2- bromotrifluoroacetanilides

(Chemical Equation Presented) Cross-coupling of 1-alkynes with vinyl iodides occurs at 80°C in dioxane catalyzed by CuI/N,N-dimethylglycine to afford conjugated enynes in good to excellent yields. Heating a mixture of 2-bromotrifluoroacetanilide, 1-alkyne, 2 mol % of CuI, 6 mol % of L-proline, and K2CO3 in DMF at 80 °C leads to the formation of the corresponding indole. This conversion involves a CuI/L-proline-catalyzed coupling between aryl bromide and the 1-alkyne followed by a CuI-mediated cyclization process. An ortho-substituent effect directed by NHCOCF3 enables me reaction to proceed under these mild conditions. Both aryl acetylenes and O-protected propargyl alcohol can be applied, leading to 5-, 6-, or 7-substituted 2-aryl and protected 2-hydroxymethyl indoles in good yields. With simple aliphatic alkynes, however, lower yields were observed.