1203793-19-4

Basic information

• Product Name: 10-(4-fluorophenyl)benzo[h]quinoline
• Synonyms: 10-(4-fluorophenyl)benzo[h]quinoline
• CAS NO: 1203793-19-4
• Molecular Weight: 273.309
• Mol File: 1203793-19-4.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 10-(4-fluorophenyl)benzo[h]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 10-(4-fluorophenyl)benzo[h]quinoline(1203793-19-4)
• EPA Substance Registry System: 10-(4-fluorophenyl)benzo[h]quinoline(1203793-19-4)

Safety Data

• Hazardous Substances Data: 1203793-19-4(Hazardous Substances Data)

Upstream product

• 230-27-3 7,8-benzoquinoline 
• 90172-67-1 1-(p-fluorophenylcarbonyl)indole-2,3-dione 
• 1765-93-1 4-fluoroboronic acid 
• 352-34-1 4-fluoro-1-iodobenzene 
• 403-43-0 4-fluorobenzoyl chloride 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 1015758-32-3 ethyl benzo[h]quinoline-10-carboxylate 
• 7541-20-0 O-(4-fluorophenyl)-N,N-dimethylcarbamate 
• 1259092-05-1 4-fluorophenyl N,N-dimethylsulfamate 
• 352-13-6 4-flourophenylmagnesium bromide 
• 460-00-4 1-Bromo-4-fluorobenzene 

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.

Triorganoindium reagents in Rh-catalyzed C–H activation/C–C cross-coupling reactions of 2-arylpyridines

The activation of C–H bonds through catalytic reactions using transition metals is an important challenge in organic chemistry in which the intermediates are related to those produced in the classical cross-coupling reactions. As part of our research program devoted to the development of metal-catalyzed reactions using indium organometallics, a protocol for the C–H activation and C–C coupling of 2-arylpyridines with triorganoindium reagents under Rh(I) catalysis is reported. Under the optimized conditions, we found that Me3In and Ar3In reagents reacted with 2-arylpyridines and related compounds in the presence of Rh(PPh3)3Cl, in PhCl/THF (9:1), at 120?C for 48 h, to afford the ortho-coupling products in moderate to good yields. The nitrogen atom in the pyridine ring acts as a directing group to assist the functionalization at the ortho position of the aryl group forming a new C–C bond at this position.

Chelation-directed C-H activation/C-C bond forming reactions catalyzed by Pd(II) nanoparticles supported on multiwalled carbon nanotubes

Chelation-directed C-H activation/C-C bond forming reactions utilizing homogeneous palladium(II) and the Pd(II)/Pd(iv) catalytic cycle have been previously reported. Here we report the first use of a solid-supported Pd(II) catalyst [Pd(II) nanoparticles on multiwalled carbon nanotubes, Pd(II)/MWCNT] to carry out C-H activation/C-C bond forming reactions. The results presented demonstrate that the solid-supported Pd(II)/MWCNT catalyst can effectively catalyze these arylation reactions using the Pd(II)/Pd(iv) catalytic cycle. We also show that the solid-supported catalyst is recyclable, has turnover frequencies up to 2.9-fold higher than the homogeneous catalyst, and results in low levels of residual palladium contamination in the products.