55153-31-6

Upstream product

• 1022-45-3 2-phenyl-4(3H)-quinazolinone 
• 28144-70-9 anthranilic acid amide 
• 103-05-9 4-phenyl-2-methyl-2-butanol 
• 88-67-5 2-Iodobenzoic acid 
• 70-11-1 α-bromoacetophenone 
• 2532-17-4 sodium ortho-iodobenzoate 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 1170699-67-8 (E)-4-methoxy-N-[1-(pyridin-4-yl)ethylidene]aniline 

Downstream Products

• 88-67-5 2-Iodobenzoic acid 

Relevant academic research and scientific papers

Direct Photoexcitation of Ethynylbenziodoxolones: An Alternative to Photocatalysis for Alkynylation Reactions**

Ethynylbenziodoxolones (EBXs) are commonly used as radical traps in photocatalytic alkynylations. Herein, we report that aryl-substituted EBX reagents can be directly activated by visible light irradiation. They act as both oxidants and radical traps, alleviating the need for a photocatalyst in several reported EBX-mediated processes, including decarboxylative and deboronative alkynylations, the oxyalkynylation of enamides and the C?H alkynylation of THF. Furthermore, the method could be applied to the synthesis of alkynylated quaternary centers from tertiary alcohols via stable oxalate salts and from tertiary amines via aryl imines. A photocatalytic process using 4CzIPN as an organic dye was also developed for the deoxyalkynylation of oxalates.

Iridium(III)-Catalyzed Alkynylation of 2-(Hetero)arylquinazolin-4-one Scaffolds via C-H Bond Activation

The directed C-H alkynylation of 2-(hetero)arylquinazolin-4-ones has been explored with the ethynylbenziodoxolone reagent TIPS-EBX employing an Ir(III) catalyst. Complementary conditions for either monoalkynylation or dialkynylation have been developed. Also demonstrated is the broad scope of this reaction and the compatibility of various functional groups such as ?F, ?Cl, ?Br, ?CF3, ?OMe, ?NO2, and alkyl, etc.

Desyl and phenacyl as versatile, photocatalytically cleavable protecting groups: A classic approach in a different (visible) light

A highly efficient, catalytic strategy for the deprotection of classical phenacyl (Pac) as well as desyl (Dsy) protection groups has been developed using visible light photoredox catalysis. The deliberate use of a neutral two-phase acetonitrile/water mixture with K3PO4 applying catalytic amounts of [Ru(bpy)3](PF6)2 in combination with ascorbic acid is the key to this truly catalytic deprotection of Pac- and Dsy-protected carboxylic acids. Our mild yet robust protocol allows for fast and selective liberation of the free carboxylic acids in very good to quantitative yields, while only low catalyst loadings (1 mol %) are required. Both Pac and Dsy, easily introduced from commercially available precursors, can be applied for the direct protection of carboxylic acids and amino acids, offering orthogonality to a great variety of other common protecting groups. We further demonstrate the general applicability and versatility of these formerly underrated protecting groups in combination with our catalytic cleavage conditions, as underscored by the gained high functional group tolerance. Moreover, this method could successfully be adapted to the requirements of solidphase synthesis. As a proof of principle for an efficient visible light, photocatalytic linker cleavage, a Boc-protected tripeptide was split off from commercially available brominated Wang resin.

Synthesis method of o-iodo-alpha-acyloxycarbonyl compound

The invention provides a synthesis method of an o-iodo-alpha-acyloxycarbonyl compound. The o-iodo-alpha-acyloxycarbonyl compound is synthesized under the catalysis of N-heterocyclic carbene precursor salt with an EBX reagent as a raw material and a mixed solution of an organic solvent and water as a solvent. Compared with existing methods, the method has a wide applicable substrate range, adopts mild reaction conditions and is simple and convenient to operate and high in reaction efficiency.

Modular Synthesis of Multisubstituted Furans through Palladium-Catalyzed Three-Component Condensation of Alkynylbenziodoxoles, Carboxylic Acids, and Imines

Mild and regiocontrolled synthesis of a multisubstituted furan is achieved through Pd(OAc)2-catalyzed room-temperature condensation of an alkynylbenziodoxole, a carboxylic acid, and an enolizable ketimine, which contribute to C1, CO, and C2 fragments, respectively, to the furan skeleton. The reaction tolerates a broad range of functional groups in each of the reaction components, and enables highly modular and flexible synthesis of variously substituted furans. The reaction is particularly effective for the rapid generation of tri- and tetraarylfurans and furan-containing oligoarylenes without relying on conventional cross-coupling chemistry.

Palladium-catalyzed condensation of N -aryl imines and alkynylbenziodoxolones to form multisubstituted furans

A palladium(II) catalyst promotes condensation of an N-aryl imine and an alkynylbenziodoxolone derivative to afford a multisubstituted furan, whose substituents are derived from the alkynyl moiety (2-position), the imine (3- and 4-positions), and the 2-iodobenzoate moiety (5-position), along with an N-arylformamide under mild conditions. The 2-iodophenyl group of the furan product serves as a versatile handle for further transformations. A series of isotope-labeling experiments shed light on the bond reorganization process in this unusual condensation reaction, which includes cleavage of the C-C triple bond and fragmentation of the carboxylate moiety.

Separation of Polar and Steric Effects in Reactions of ortho-Substituted Benzoate Ions with para-Substituted Phenacyl Bromides

The second order rate constants for SN2 reactions of several ortho-substituted benzoate ions with several para-substituted phenacyl bromides have been measured in 90percent acetone - 10percent water (v/v) mixture at 35 deg C.Satisfactory correl

Influence of ortho-Substituents in Anionic Surfactant Catalyzed Reaction of Benzoate Ions with Phenacyl Bromide

The reaction of ortho-substituted benzoate ions and phenacyl bromide in the presence of anionic surfactant, sodium dodecyl sulphate (NaLS) has been studied in acetone-water (68:32, v/v) at 35 deg C.A plot of rate constants versus surfactant concentrations