374818-68-5

Basic information

• Product Name: 1H-Indole, 5-(phenylethynyl)-
• CAS NO: 374818-68-5
• Molecular Formula: C16H11N
• Molecular Weight: 217.27
• Mol File: 374818-68-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 5-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 5-(phenylethynyl)-(374818-68-5)
• EPA Substance Registry System: 1H-Indole, 5-(phenylethynyl)-(374818-68-5)

Safety Data

• Hazardous Substances Data: 374818-68-5(Hazardous Substances Data)

Upstream product

• 16066-91-4 5-iodo-1H-indole 
• 884010-34-8 5-((trifluoromethyl)ethynyl)-1H-indole 
• 591-50-4 iodobenzene 
• 536-74-3 phenylacetylene 
• 10075-50-0 5-bromo-1H-indole 

Downstream Products

• 1381940-20-0 (E)-5-styryl-1H-indole 
• 889108-61-6 3-(2,5-dihydro-2,5-dioxopyrrol-3-yl)-5-(2-phenylethyl)-1H-indole 
• 889108-58-1 3-(2,5-dioxopyrrolidin-3-yl)-5-(2-phenylethyl)-1H-indole 
• 91459-41-5 5-(2-phenylethyl)-1H-indole 

Relevant articles and documents

Ruthenium-Catalyzed E-Selective Alkyne Semihydrogenation with Alcohols as Hydrogen Donors

Selective direct ruthenium-catalyzed semihydrogenation of diaryl alkynes to the corresponding E-alkenes has been achieved using alcohols as the hydrogen source. The method employs a simple ruthenium catalyst, does not require external ligands, and affords the desired products in > 99% NMR yield in most cases (up to 93% isolated yield). Best results were obtained using benzyl alcohol as the hydrogen donor, although biorenewable alcohols such as furfuryl alcohol could also be applied. In addition, tandem semihydrogenation-alkylation reactions were demonstrated, with potential applications in the synthesis of resveratrol derivatives.

Pd(II)–acylthiourea complex and its immobilized counterpart catalyzed condensation of phenylacetylene with aryl halides

New Pd(II) complex, trans-[PdCl2L2] (1) (L = N-carbamothioylthiophene-2-carboxamide), was prepared and characterized. Its heterogeneous counterpart, trans-[PdCl2(L-SNPs)2] (2) (L-SNPs = ligand immobilized on silica nanoparticles), was also prepared through covalent modification of the ligand using silica nanoparticles and characterized. Both 1 and 2 were exploited for their catalytic activity towards condensation of phenylacetylene with aryl halides. The complexes exhibited good activity when aryl halide bears I? or Br? group. Further, catalyst 2 can be reused for four cycles.

Sonogashira cross-coupling reactions and construction of the indole ring system using a robust, silica-supported palladium catalyst

The use of a recyclable silica-supported palladium catalyst in Sonogashira couplings and indole syntheses using a range of functionalised substrates is described. The catalyst is shown to be both robust and versatile, effecting the synthesis of 2-phenylindole in quantitative yield without the need for N-protection, a copper co-catalyst, a base, or a solvent. Georg Thieme Verlag Stuttgart.