93327-86-7

Upstream product

• 1010-60-2 2-chloro-1,4-naphthoquinone 
• 90-04-0 2-methoxy-phenylamine 
• 2065-37-4 2-bromo-1,4-naphthoquinone 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 130-15-4 [1,4]naphthoquinone 
• 90-15-3 α-naphthol 
• 529-28-2 4-iodoanisol 
• 51186-93-7 2-(2-methoxyphenyl)-1,4-benzoquinone 
• 94541-07-8 2-(2-Methoxy-phenyl)-5,8-dihydro-[1,4]naphthoquinone 

Downstream Products

• 920981-16-4 C₂₉H₃₅O₄P 
• 1380443-77-5 2-(2-methoxyphenyl)-3-(pyrrolidin-1-yl)naphthalene-1,4-dione 
• 92796-02-6 2-(2-hydroxyphenyl)-1,4-naphthoquinone 

Relevant academic research and scientific papers

Palladium-catalyzed arylation of 1,4-naphthoquinones with aryl iodides and its synthetic application to the benzo[b]phenanthridine skeleton

We report a Pd-catalyzed arylation of 1,4-naphthoquinones with aryl iodides. This reaction shows excellent functional group tolerance and high regioselectivity when using nonsymmetric 1,4-naphthoquinone. Furthermore, the resulting 2-aryl-1,4-naphthoquinon

Nonaqueous arylated quinone catholytes for lithium-organic flow batteries

Chemically modified organic redox couples have the advantages of tunable redox properties, high solubility, environmental benignity, and cost effectiveness. Inspired by nature, a series of quinone derivatives bearing electron-donating methoxy or electron-withdrawing trifluoromethyl groups are synthesized in moderate to high yields by Pd-catalyzed Suzuki cross-coupling reactions. This study utilizes the synthetic quinones as redox-active organic molecules for nonaqueous lithium-organic flow batteries. The aryl moiety incorporated quinone scaffolds show enhanced electrochemical stability and rate capability. The nonaqueous catholyte, 2-phenyl-1,4-naphthoquinone, reaches a cell voltage of ～2.6 V and a specific capacity of 196 mA h g-1, while the discharge capacity is retained at ～92% for 150 cycles. Moreover, the tubular lithium-organic flow battery system features stable cycle performance under a continuous circulation without clogging-associated intermittency flow.

Synthesis, reactive oxygen species generation and copper-mediated nuclease activity profiles of 2-aryl-3-amino-1,4-naphthoquinones

Here we report a series of 2-aryl-3-amino-1,4-naphthoquinones that generated reactive oxygen species (ROS) such as superoxide and hydrogen peroxide upon incubation in pH 7.4 under ambient aerobic conditions. ROS generation from these compounds was sensitive to structural modifications at the 3-amino position and a 2-aryl substituent promoted ROS generation. A number of these compounds were found to induce DNA damage in the presence of Cu(II) without any added reducing agent. Our data suggests that 2-aryl-3-amino-1,4-naphthoquinones' propensity to produce ROS correlated well with its DNA damage inducing ability. 2-Phenyl-3-pyrrolid-1-yl-1,4-naphthoquinone (22) was found to damage DNA at 1 μM suggesting that these compounds may have therapeutic relevance in targeting cancers which over-express Cu(II).

New and efficient protocol for arylation of quinones

A practical rhodium-mediated arylation of 1,4-quinones has been developed. The corresponding 2-aryl-1,4-quinones were obtained with excellent selectivity and high yields under convenient aerobic reaction conditions. Georg Thieme Verlag Stuttgart.

A mixed naphthyl-phenyl phosphine ligand motif for Suzuki, Heck, and hydrodehalogenation reactions

Nap-Phos, representing a new naphthyl-phenyl biaryl-type phosphine ligand class and available by a short synthesis (4 steps, 71% overall yield), effectively catalyzes the Suzuki-Miyaura (including highly hindered cases), hydrodehalogenation, and Heck reactions. Georg Thieme Verlag Stuttgart.