1394826-53-9

Basic information

• Product Name: 1-((4-chlorophenyl)ethynyl)-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one
• Synonyms: 1-((4-chlorophenyl)ethynyl)-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one
• CAS NO: 1394826-53-9
• Molecular Weight: 382.585
• Mol File: 1394826-53-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-((4-chlorophenyl)ethynyl)-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((4-chlorophenyl)ethynyl)-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one(1394826-53-9)
• EPA Substance Registry System: 1-((4-chlorophenyl)ethynyl)-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one(1394826-53-9)

Safety Data

• Hazardous Substances Data: 1394826-53-9(Hazardous Substances Data)

Upstream product

• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 637-87-6 1-Chloro-4-iodobenzene 

Relevant articles and documents

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Herein we report the conversion of 4-Acyl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This mild reaction condition allows wider functionality tolerance that includes halides, carboxylates, or alkenes. The synthetic utility of this methodology is further demonstrated by the late-stage modification of complex molecules.

Alkynylation of Csp2 (O)–H Bonds Enabled by Photoredox-Mediated Hydrogen-Atom Transfer

The development of new hydrogen-atom transfer (HAT) strategies within the framework of photoredox catalysis is highly appealing for its power to activate a desired C?H bond in the substrate leading to its selective functionalization. Reported here is the first photoredox-mediated hydrogen-atom transfer method for the efficient synthesis of ynones, ynamides, and ynoates with high regio- and chemoselectivity by direct functionalization of Csp2 (O)?H bonds. The broad synthetic application of this method has been demonstrated by the selective functionalization of C(O)?H bonds within complex molecular scaffolds.

Visible-Light-Induced Alkoxyl Radical Generation Enables Selective C(sp3)-C(sp3) Bond Cleavage and Functionalizations

The alkoxyl radical is an important reactive intermediate in mechanistic studies and organic synthesis; however, its current generation from alcohol oxidation heavily relies on transition metal activation under strong oxidative conditions. Here we report the first visible-light-induced alcohol oxidation to generate alkoxyl radicals by cyclic iodine(III) reagent catalysis under mild reaction conditions. The β-fragmentation of alkoxyl radicals enables selective C(sp3)-C(sp3) bond cleavage and alkynylation/alkenylation reactions with various strained cycloalkanols, and for the first time with linear alcohols.