57702-49-5

Upstream product

• 540-37-4 p-aminoiodobenzene 
• 74-96-4 ethyl bromide 
• 91-66-7 N,N-diethylaniline 
• 93-05-0 N,N-diethylaniline 
• 5122-99-6 4-iodophenylboronic acid 
• 61582-64-7 N,N-diethyl-O-benzoylhydroxylamine 
• 5572-94-1 5,5-dimethyl-2-(4-iodophenyl)-1,3,2-dioxaborinane 
• 75-03-6 ethyl iodide 

Downstream Products

• 78201-85-1 1-(4-diethylaminophenyl)-4-n-hexyl-2,3-dioxopiperazine 
• 562813-17-6 N,N-diethyl-N-[4-(2-(pyridin-4-yl)ethynyl)phenyl]amine 
• 18096-82-7 4-[4-(dimethylamino)styryl]pyridine 
• 57702-50-8 dimethyl p-N,N-diethylaminobenzenephosphonate 

Relevant academic research and scientific papers

Permeant fluorescent probes visualize the activation of sarm1 and uncover an antineurodegenerative drug candidate

SARM1 regulates axonal degeneration through its NAD-metabolizing activity and is a drug target for neurodegenerative disorders. We designed and synthesized fluorescent conjugates of styryl derivative with pyridine to serve as substrates of SARM1, which exhibited large red shifts after conversion. With the conjugates, SARM1 activation was visualized in live cells following elevation of endogenous NMN or treatment with a cell-permeant NMN-analog. In neurons, imaging documented mouse SARM1 activation preceded vincristine-induced axonal degeneration by hours. Library screening identified a derivative of nisoldipine (NSDP) as a covalent inhibitor of SARM1 that reacted with the cysteines, especially Cys311 in its ARM domain and blocked its NMN-activation, protecting axons from degeneration. The Cryo-EM structure showed that SARM1 was locked into an inactive conformation by the inhibitor, uncovering a potential neuroprotective mechanism of dihydropyridines.

Catalyst and Additive-Free Direct Amidation/Halogenation of Tertiary Arylamines with N-haloimide/amides

An approach has been developed for the amidation (halogenation) of tertiary arylamines by electrophilic activation using N-haloimide/amides. Several control experiments have been performed, and the coupling reaction outcomes indicated that the N-haloimide/amide brings three major functions, including electrophilic activation, aromatic halogenation and nucleophilic nitrogen sources. This cascade reaction features simple manipulation, requires no additional catalyst, oxidant or additives, and is performed under mild conditions. (Figure presented.).

A novel DMSO-assisted regioselective iodination of aniline analogues

A metal- and oxidant-free electrophilic iodination of aniline analogues was achieved in high to excellent yields at room temperature in MTBE with 0 or 3.5 equivalents of DMSO. Examined substituents include N-alkyl, N,N-dialkyl, N-morpholinyl and N-piperazinyl as well as methyl, Br, CN and CO2CH3 aryl ring substitutions.

Aryl diazonium nanomagnetic sulfate and potassium iodide: An iodination process

A simple and efficient procedure for the synthesis of iodoarenes is developed which involves the sequential diazotization-iodination of aromatic amines with sodium nitrite, nanomagnetic supported sulfonic acid, and potassium iodide under solvent-free conditions at room temperature.

Copper-catalyzed amination of arylboronates with N,N-dialkylhydroxylamines

A tolerant coupling: The title reaction has been developed to deliver arylamines (see scheme; Bz=benzoyl, dppbz=1,2-bis(diphenylphosphino)benzene). The catalysis is based on electrophilic, umpolung amination and enables the use of secondary acyclic amines. Various functional groups are tolerated, thus opening up a new substrate class for the Chan-Lam-type coupling.

1,1-Dicyano-4-[4-(diethylamino)phenyl]buta-1,3-dienes: Structure-property relationships

We report the synthesis and physical study of a series of 1,1-dicyano-4-[4-(diethylamino)phenyl]buta-1,3-dienes in which the number and position of additional CN substituents along the 1,1-dicyanobuta-1,3-dienyl fragment is systematically varied. While X-

A Green protocol for the bromination and iodination of the aromatic compounds using H5IO6/NaBr and H5IO 6/NaI in the water

Bromination and iodination of the aromatic compounds have efficiently been carried out at room temperature and 70 °C, respectively, in short reaction times using orthoperiodic acid/sodium bromide (1:2) and orthoperiodic acid/sodium iodide (1:2) in water to prepare the corresponding halo compounds with excellent yields.

Regioselective bromination and iodination of aromatic substrates promoted by trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane

Selective and efficient bromination and iodination of aromatic compounds by ammonium bromide and ammonium iodide, respectively, under promotion of trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane have been explored. Mild reaction conditions, high selectivity and yield, and high reaction rate are some of the major advantages of this synthetic method.

P-Iodinations in hydrocarbon media: Continuous flow reactor application

Regiospecific iodination of aryl amines, that is, aryl compounds possessing strong electron donating groups (EDG's) in the p-position, is described. This procedure features not only the unique use of hydrocarbon media for such substitutions but also the absence of any oxidants aside from iodine itself. Further potential of this hydrocarbon media based electrophilic aromatic substitution is demonstrated by the coupling of the iodination with an in situ halogen/lithium exchange and product forming nucleophilic addition in a batch process. The protocol was ultimately scaled to a continuous flow reactor using an isolated p-iodoarylamine. Constituted as described, these procedures possess enhanced atom-economical, green and safety aspects compared to existing literature protocols.

Fluorogenic compounds converted to fluorophores by photochemical or chemical means and their use in biological systems

Fluorophores derived from photoactivatable azide-pi-acceptor fluorogens or from a thermal reaction of an azide-pi-acceptor fluorogen with an alkene or alkyne are disclosed. Fluorophores derived from a thermal reaction of an alkyne-pi-acceptor fluorogen with an azide are also disclosed. The fluorophores can readily be activated by light and can be used to label a biomolecule and imaged on a single-molecule level in living cells.