684250-13-3

Basic information

• Product Name: 1H-Indole, 5,7-dichloro-2-(4-methoxyphenyl)-
• CAS NO: 684250-13-3
• Molecular Formula: C15H11Cl2NO
• Molecular Weight: 292.164
• Mol File: 684250-13-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 5,7-dichloro-2-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 5,7-dichloro-2-(4-methoxyphenyl)-(684250-13-3)
• EPA Substance Registry System: 1H-Indole, 5,7-dichloro-2-(4-methoxyphenyl)-(684250-13-3)

Safety Data

• Hazardous Substances Data: 684250-13-3(Hazardous Substances Data)

Upstream product

• 607-94-3 N-(2,4,6-trichlorophenyl)acetamide 
• 768-60-5 4-methoxyphenylacetylen 
• 684250-19-9 2,4-dichloro-6-trimethylsilanylethynylaniline 
• 684250-09-7 2,4-dichloro-6-ethynylphenylamine 
• 697-86-9 2,4-dichloro-6-bromoaniline 
• 696-62-8 para-iodoanisole 
• 684250-07-5 2,4-dichloro-6-[(4-methoxyphenyl)ethynyl]aniline 

Relevant articles and documents

Three-step synthesis of 2,5,7-trisubstituted indoles from: N -acetyl-2,4,6-trichloroaniline using Pd-catalyzed site-selective cross-coupling

We report a facile three-step synthesis of 2,5,7-trisubstituted indoles from N-acetyl-2,4,6-trichloroaniline, with the first step featuring Pd/dihydroxyterphenylphosphine (DHTP)-catalyzed ortho-selective Sonogashira coupling followed by cyclization to afford 2-substituted 5,7-dichloroindoles. Subsequent introduction of aryl or alkenyl groups at the C7 position was achieved by Pd/DHTP-catalyzed site-selective Kumada-Tamao-Corriu coupling, with further substitution of the chlorine at the C5 position (Suzuki-Miyaura coupling or Buchwald-Hartwig amination) affording 2,5,7-trisubstituted indoles.

Gold-catalyzed synthesis of 2-substituted, 2,3-disubstituted and 1,2,3-trisubstituted indoles in [bmim]BF4

Cyclization of 2-alkynylanilines in the presence of NaAuCl 4·H2O using [bmim]BF4 as the reaction medium afforded 2-substituted indoles in high yields. The catalyst system was best recycled using n-Bu4NAuCl4. 2,3-Disubstituted indoles could be prepared from 2-alkynylanilines and 3-buten-2-one through a one-flask annulation-alkylation sequence and 1,2,3-trisubstituted indoles were obtained from the same starting materials via an aza-Michael addition-annulation- alkylation process. Georg Thieme Verlag Stuttgart.