1557159-30-4

Basic information

• Product Name: 1-((2-cyanophenyl)ethynyl)-1,2-benziodoxol-3(1H)-one
• Synonyms: 1-((2-cyanophenyl)ethynyl)-1,2-benziodoxol-3(1H)-one
• CAS NO: 1557159-30-4
• Molecular Weight: 373.15
• Mol File: 1557159-30-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-((2-cyanophenyl)ethynyl)-1,2-benziodoxol-3(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((2-cyanophenyl)ethynyl)-1,2-benziodoxol-3(1H)-one(1557159-30-4)
• EPA Substance Registry System: 1-((2-cyanophenyl)ethynyl)-1,2-benziodoxol-3(1H)-one(1557159-30-4)

Safety Data

• Hazardous Substances Data: 1557159-30-4(Hazardous Substances Data)

Upstream product

• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 97308-62-8 1-(2-cyanophenyl)-2-(trimethylsilyl)acetylene 
• 88-67-5 2-Iodobenzoic acid 
• 4387-36-4 2-iodobenzonitrile 

Downstream Products

• 253435-21-1 2-(3-phenylprop-1-yn-1-yl)benzonitrile 

Relevant articles and documents

Selective Carbonyl?C(sp3) Bond Cleavage To Construct Ynamides, Ynoates, and Ynones by Photoredox Catalysis

Carbon–carbon bond cleavage/functionalization is synthetically valuable, and selective carbonyl?C(sp3) bond cleavage/alkynylation presents a new perspective in constructing ynamides, ynoates, and ynones. Reported here is the first alkoxyl-radical-enabled carbonyl?C(sp3) bond cleavage/alkynylation reaction by photoredox catalysis. The use of novel cyclic iodine(III) reagents are essential for β-carbonyl alkoxyl radical generation from β-carbonyl alcohols, including alcohols with high redox potential (EoxP>2.2 V vs. SCE in MeCN). β-Amide, β-ester, and β-ketone alcohols yield ynamides, ynoates, and ynones, respectively, for the first time, with excellent regio- and chemoselectivity under mild reaction conditions.

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.