1454704-75-6

Basic information

• Product Name: (E)-2-(4-bromostyryl)-5-chloro-N,N-dimethyl-1H-indole-1-carboxamide
• Synonyms: (E)-2-(4-bromostyryl)-5-chloro-N,N-dimethyl-1H-indole-1-carboxamide
• CAS NO: 1454704-75-6
• Molecular Weight: 403.706
• Mol File: 1454704-75-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-2-(4-bromostyryl)-5-chloro-N,N-dimethyl-1H-indole-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(4-bromostyryl)-5-chloro-N,N-dimethyl-1H-indole-1-carboxamide(1454704-75-6)
• EPA Substance Registry System: (E)-2-(4-bromostyryl)-5-chloro-N,N-dimethyl-1H-indole-1-carboxamide(1454704-75-6)

Safety Data

• Hazardous Substances Data: 1454704-75-6(Hazardous Substances Data)

Upstream product

• 766-96-1 4-bromo-1-ethynylbenzene 
• 1228117-71-2 5-chloro-N,N-dimethyl-1H-indole-1-carboxamide 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 17422-32-1 5-chloro-1H-indole 

Relevant articles and documents

Pyrroloindolone synthesis via a Cp*CoIII-catalyzed redox-neutral directed C-H alkenylation/annulation sequence

A unique synthetic utility of a Cp*CoIII catalyst in comparison with related Cp*RhIII catalysts is described. A C2-selective indole alkenylation/annulation sequence proceeded smoothly with catalytic amount of a [Cp*CoIII(C6H 6)](PF6)2 complex and KOAc. Intramolecular addition of an alkenyl-Cp*Co species to a carbamoyl moiety gave pyrroloindolones in 58-89% yield in one pot. Clear difference was observed between the catalytic activity of the Cp*CoIII complex and those of Cp*RhIII complexes, highlighting the unique nucleophilic activity of the organocobalt species. The Cp*CoIII catalysis was also suitable for simple alkenylation process of N-carbamoyl indoles, and broad range of alkynes, including terminal alkynes, were applicable to give C2-alkenylated indoles in 50-99% yield. Mechanistic studies on C-H activation step under Cp*CoIII catalysis with the aid of an acetate unit as well as evaluation of the difference between organo-Co III species and organo-RhIII species are also described.

Ruthenium-catalyzed regioselective C2 alkenylation of indoles and pyrroles via C-H bond functionalization

An efficient ruthenium-catalyzed oxidative coupling of indoles and pyrroles with various alkenes at the C2-position assisted by employing the N,N-dimethylcarbamoyl moiety as a directing group is reported. The catalytic reaction proceeds in an excellent regio- and stereoselective manner.