1215003-81-8

Basic information

• Product Name: 10-(2-methylphenyl)benzo[h]quinoline
• Synonyms: 10-(2-methylphenyl)benzo[h]quinoline
• CAS NO: 1215003-81-8
• Molecular Weight: 269.346
• Mol File: 1215003-81-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 10-(2-methylphenyl)benzo[h]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 10-(2-methylphenyl)benzo[h]quinoline(1215003-81-8)
• EPA Substance Registry System: 10-(2-methylphenyl)benzo[h]quinoline(1215003-81-8)

Safety Data

• Hazardous Substances Data: 1215003-81-8(Hazardous Substances Data)

Upstream product

• 230-27-3 7,8-benzoquinoline 
• 95-49-8 2-methylchlorobenzene 
• 16419-60-6 2-Methylphenylboronic acid 
• 933-88-0 ortho-toluoyl chloride 
• 615-37-2 ortho-methylphenyl iodide 
• 1015758-32-3 ethyl benzo[h]quinoline-10-carboxylate 
• 152583-10-3 10-bromobenzoquinoline 
• 408328-57-4 10-chlorobenzo[h]nquinoline 
• 932-31-0 ortho-tolylmagnesium bromide 

Relevant articles and documents

Rhodium-catalyzed decarbonylation cross-coupling reactions of aromatic aldehydes and arylboronic acids via C–C bond activation directed by a guide group chelation

A rhodium-catalyzed decarbonylative cross-coupling reaction of benzoquinoline-10-carbaldehydes with arylboronic acids through chelation-assisted sp2 C–CHO bond activation has been developed. A variety of functional groups substituted phenylboronic acids or benzoquinoline-10-carbaldehydes are compatible with the reaction under the optimized reaction conditions, the corresponding 10-phenylbenzo[h]quinoline derivatives were obtained in moderate to good yields. The method affords a useful strategy for the synthesis of N-heterocyclic biaryl compounds via rhodium-catalyzed sp2 C–CHO bond activation.

Expeditious and Solvent-Free Nickel-Catalyzed C?H Arylation of Arenes and Indoles

An efficient solvent-free nickel-catalyzed method for C?H bond arylation of arenes and indoles has been developed, which proceeds expeditiously through chelation assistance. The reaction is highly selective for mono-arylation and tolerates sensitive and structurally diverse functionalities, such as halides, ethers, amines, indole, pyrrole and carbazole. This reaction represents the first example of a nickel-catalyzed C?H arylation by monochelate assistance and symbolizes a rare precedent in solvent-free C?H arylation. Mechanistic investigations by various controlled reactions, kinetic studies, and deuterium labeling experiments suggest that the arylation follows a single electron transfer (SET) pathway involving the turnover-limiting C?H nickelation process.

Efficient Approach to Construct Unsymmetrical Biaryls through Oxidative Coupling Reactions of Aromatic Primary Alcohols and Arylboronic Acids with a Rhodium Catalyst

Unsymmetrical biaryls were synthesized by oxidative coupling reactions between aromatic primary alcohols and arylboronic acids through the C-C bond cleavage of the primary alcohols chelated with a rhodium catalyst. The desired unsymmetrical biaryl products were obtained in good to excellent yields under the optimized reaction conditions. A wide variety of functionalities are compatible with the reaction under the optimized conditions. This new coupling strategy provides a favorable method to construct valuable biaryl compounds from aromatic primary alcohols which are cheap, environmentally friendly, and easily accessible substrates.