906775-69-7

Basic information

• Product Name: 2-(2-(trifluoromethyl)phenyl)-1H-indole
• Synonyms: 2-(2-(trifluoromethyl)phenyl)-1H-indole
• CAS NO: 906775-69-7
• Molecular Weight: 261.246
• Mol File: 906775-69-7.mol

Chemical Properties

• CAS DataBase Reference: 2-(2-(trifluoromethyl)phenyl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-(trifluoromethyl)phenyl)-1H-indole(906775-69-7)
• EPA Substance Registry System: 2-(2-(trifluoromethyl)phenyl)-1H-indole(906775-69-7)

Safety Data

• Hazardous Substances Data: 906775-69-7(Hazardous Substances Data)

Upstream product

• 120-72-9 indole 
• 444-29-1 2-iodo(trifluoromethyl)benzene 
• 392-83-6 o-trifluoromethylphenyl bromide 

Relevant articles and documents

Mechanochemical Pd(II)-Catalyzed Direct and C-2-Selective Arylation of Indoles

A mechanochemical method for the preparation of synthetically useful 2-arylindoles is developed using Pd(II) as the catalyst in the absence of phosphine ligands in a ball-mill. The developed protocol is highly C-2 selective and tolerant of structural variations with electron-rich and electron-deficient substituents both in indoles and iodoarenes. Arylation is possible in both unprotected indoles and N-protected indoles with the electron-donating group with the former substrate being relatively slower to react and little less yielding. Indoles with a deactivated five-membered ring could also take part in the reaction with ease. The scalability of the reaction was demonstrated by conducting the reaction in the gram scale. In general, the reactions were achieved in a shorter time than the conventional methods.

Palladium-Catalyzed C2?H Arylation of Unprotected (N?H)-Indoles “On Water” Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine Oxide Ligands

We present the Pd-catalyzed arylation of (N?H)-indoles with functionalized haloarenes “on water” using hitherto untested primary diamantyl phosphine oxides (PPO) as ligands. Remarkable C2?H arylation selectivity was achieved by employing functionalized iodoarenes and N-unprotected indoles. We provide evidence that the in situ generated oxide of (9-hydroxydiamant-4-yl)phosphine L1 is key for the reaction efficiency by comparing a set of diamantane-based compounds structurally related to L1. Our results demonstrate the power of the new PPO ligands for the C?H functionalization of unprotected (N?H)-heterocycles.

Palladium-catalyzed direct C-2 arylation of indoles with aryl halides in aqueous medium

A newly developed, efficient catalytic system for direct C2-arylation of indoles with aryl halides in aqueous medium under mild conditions (80 °C) is reported. These procedures are free of toxic solvents, and exhibit improved yields and high chemo- and regioselectivity. Georg Thieme Verlag KG · Stuttgart · New York.