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Usage

Uses

Used in Recreational Drug Industry:
2-(naphthalen-2-yl)cyclohexa-2,5-diene-1,4-dione is used as a psychoactive substance for recreational purposes due to its ability to mimic the effects of THC. It is often found in products marketed as "herbal incense" or "potpourri" and is consumed for its mind-altering effects.
Used in Pharmaceutical Research:
2-(naphthalen-2-yl)cyclohexa-2,5-diene-1,4-dione is used as a research chemical for studying the endocannabinoid system and the potential therapeutic applications of cannabinoids. Its interaction with endocannabinoid receptors provides insights into the development of new drugs for various medical conditions.
Used in Controlled Substances Regulation:
2-(naphthalen-2-yl)cyclohexa-2,5-diene-1,4-dione is used as a reference compound in the regulation and control of synthetic cannabinoids. Its classification as a controlled substance in many countries is due to its high potential for abuse and the associated health risks, including respiratory issues, increased heart rate, and anxiety.

Upstream product

• 91-59-8 naphthalen-2-ylamine 
• 106-51-4 p-benzoquinone 
• 216974-76-4 di(naphthalen-2-yl)iodonium trifluoromethanesulfonate 
• 612-55-5 2-iodonaphthalene 
• 32316-92-0 naphthalene-2-boronic acid 

Relevant academic research and scientific papers

Mn-Catalyzed 1,6-conjugate addition/aromatization of: Para -quinone methides

A series of ferrocenyl triazole ligands have been synthesized and characterized, which proved to be effective for the Mn-catalyzed 1,6-conjugate addition/aromatization of para-quinone methides with good to high yields under mild conditions. This protocol provided an efficient and practical route to the synthetically interesting functionalized quinones, methines and their analogues.

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.

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.

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.

Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway

A novel iron-mediated direct C-H arylation of quinones and pyridine analogues with arylboronic acids has been developed using dichloromethane and water as solvents at ambient temperature. FeS is employed and serves as an efficient catalyst. A detailed reaction mechanism is speculated and expounded.