94574-51-3

Upstream product

• 51134-73-7 2-(3-methoxyphenyl)[1,4]benzoquinone 
• 106-99-0 buta-1,3-diene 
• 106-51-4 p-benzoquinone 
• 141339-53-9 bis(3-methoxyphenyl)iodonium triflate 
• 130-15-4 [1,4]naphthoquinone 
• 100-66-3 methoxybenzene 
• 766-85-8 3-methoxy-1-iodobenzene 
• 2065-37-4 2-bromo-1,4-naphthoquinone 
• 10365-98-7 3-methoxyphenylboronic acid 
• 1010-60-2 2-chloro-1,4-naphthoquinone 
• 536-90-3 m-Anisidine 

Downstream Products

• 97404-86-9 2-(3-Hydroxy-phenyl)-naphtho-1,4-chinon 

Relevant academic research and scientific papers

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.

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

Ir-catalyzed arylation, alkylation of quinones with boronic acids through C-C coupling

Ir-catalyzed arylation, alkylation of quinones with boronic acids was developed under room temperature. Both aryl and alkyl boronic acids are suitable for this transformation. This expands the application scope of the iridium catalyst. This is also an excellent proof that iridium catalysts can be used in the C-C coupling of quinones and naphthoquinones with alkyl boronic acids.

Synthesis of aryl substituted quinones as β-secretase inhibitors: Ligand-free direct arylation of quinones with aryl halides

The simple ligand-free direct arylation of quinones with aryl halides applying Pd(OAc)2as a catalyst in accordance with Heck reaction was studied. This reaction provided a simple and efficient synthetic approach to efficient inhibitors of β-secretase aryl-substituted quinones.

Synthesis of aryl- and alkylquinones through rhodium-catalyzed C-C coupling under mild conditions

A direct arylation, alkylation of quinones with aryl and alkyl boronic acids through rhodium-catalyzed C-C coupling has been developed under mild conditions. [CpRhCl2]2 was shown to be the most effective catalyst for the transformation. More importantly, good to excellent yields were obtained under room temperature and base-free conditions. This reaction provides a practical, efficient method for the synthesis of aryl- and alkylquinones.

Transition metal-free direct C-H functionalization of quinones and naphthoquinones with diaryliodonium salts: Synthesis of aryl naphthoquinones as β-secretase inhibitors

A novel ligand-free, transition metal-free direct C.H functionalization of quinones with diaryliodonium salts has been developed for the first time. The transformation was promoted only through the use of a base and gave aryl quinone derivatives in moderate to good yields. This methodology provided an effective and easy way to synthesize β-secretase inhibitors. The radical trapping experiments showed that this progress was the radical mechanism.