1557159-44-0

Basic information

• Product Name: 2-((4-chlorophenyl)ethynyl)-2,3-dihydro-1H-indene
• Synonyms: 2-((4-chlorophenyl)ethynyl)-2,3-dihydro-1H-indene
• CAS NO: 1557159-44-0
• Molecular Weight: 252.743
• Mol File: 1557159-44-0.mol

Chemical Properties

• CAS DataBase Reference: 2-((4-chlorophenyl)ethynyl)-2,3-dihydro-1H-indene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((4-chlorophenyl)ethynyl)-2,3-dihydro-1H-indene(1557159-44-0)
• EPA Substance Registry System: 2-((4-chlorophenyl)ethynyl)-2,3-dihydro-1H-indene(1557159-44-0)

Safety Data

• Hazardous Substances Data: 1557159-44-0(Hazardous Substances Data)

Upstream product

• 637-87-6 1-Chloro-4-iodobenzene 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 1557159-16-6 (2,3-dihydro-1H-inden-2-yl)boronic acid 
• 95-13-6 1-indene 
• 1394826-53-9 1-((4-chlorophenyl)ethynyl)-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 
• 1557201-10-1 potassium (2,3-dihydro-1H-inden-2-yl)trifluoroborate 

Relevant articles and documents

Redox-Activated Amines in C(sp3)-C(sp) and C(sp3)-C(sp2) Bond Formation Enabled by Metal-Free Photoredox Catalysis

The amino group represents one of the most prevalent structural motifs in organic chemistry. Therefore, application of amines as alkylating agents in synthesis is highly compelling. Herein, we present a metal-free photoredox strategy for the formation of C(sp3)-C(sp) and C(sp3)-C(sp2) bonds from redox-activated primary amine derivatives. The developed reaction of 2,4,6-triphenylpyridinium salts with alkynyl p-tolylsulfones, leading to functionalized alkynes, is easily scalable and offers broad substrate scope, high chemoselectivity, and mild conditions. Its potential is also highlighted by diversification of complex molecular scaffolds. Additionally, the approach is also suitable for synthesis of (E)-alkenes from vinyl phenyl sulfones. Mechanistic studies contribute to the elucidation of unexpected differences in reactivity of primary and secondary alkyl substituted pyridinium salts.

Visible-light-induced chemoselective deboronative alkynylation under biomolecule-compatible conditions

Here, we report a visible-light-induced deboronative alkynylation reaction, which is redox-neutral and works with primary, secondary and tertiary alkyl trifluoroborates or boronic acids to generate aryl, alkyl and silyl substituted alkynes. This reaction is highly chemoselective and performs well on substrates containing alkenes, alkynes, aldehydes, ketones, esters, nitriles, azides, aryl halides, alkyl halides, alcohols, and indoles, with no detectable occurrence of side reactions. The mechanism of this novel C(sp3)-C(sp) bond coupling reaction was investigated by luminescence quenching, radical trapping, on-off light, and 13C-isotopic-labeling experiments. This reaction can be performed in neutral aqueous conditions, and it is compatible with amino acids, nucleosides, oligosaccharides, nucleic acids, proteins, and cell lysates.